The Twenty Minute VC takes you inside the world of Venture Capital, Startup Funding and The Pitch. Join our host, Harry Stebbings and discover how you can attain funding for your business by listening to what the most prominent investors are directly looking for in startups, providing easily actionable tips and tricks that can be put in place to increase your chances of getting funded. Although, you may not want to raise funding for a startup. The Twenty Minute VC also provides an instructional guide as to what it takes to get employed in the Venture Capital industry, with VCs giving specific advice on how to get noticed from the crowd and increasing your chances of employment. If that wasn't enough our amazing Venture Capitalists also provide their analysis of the current technology market, providing advice and suggestions on the latest investing trends and predictions. Join us so you can see how you can get BIG, powerful improvements, fast. Would you like to see more of The Twenty Minute VC, head on over to www.thetwentyminutevc.com for more information on the podcast, show notes, resources and a more detailed analysis of the technology and Venture Capital industry.
20Product: What Facebook, Monzo and Deliveroo Do and Do Not Do To Build Great Products | How to Structure Product Teams For Success | Is Simple Always Better in Product and The Art vs Science of Product Design with Mike Hudack
Mike Hudack is the Co-Founder and CEO of Sling, a peer-to-peer payments app whose vision is to simplify the way the world connects financially. Previously, he held roles at Monzo Bank as Chief Product Officer, Deliveroo as Chief Product and Technology Officer, and Facebook where he led ads product and sharing product. In Today's Episode with Mike Hudack We Discuss: 1. Product: Art vs Science: What is the true art of product? What makes the great product leaders and PMs? Is simple always better in product? How do you retain product simplicity with time? When should data be used over intuition in product building? 2. Lessons from Leading Ads at Facebook: What are Mike's single biggest product lessons from building the ads product at Facebook? How did a meeting with Mark Zuckerberg discussing a product change, alter how Mike thinks about product today? What makes Zuck so special on product? What are the biggest mistakes that Facebook made when it came to the ads product? What did they not do that he wishes they had done? 3. Leading Product at Deliveroo: What I Learned: What are Mike's biggest takeaways from his time at Deliveroo on how to make consumer products? What did Deliveroo do from a product perspective that worked so well? What did he learn? What were the single biggest product mistakes that Deliveroo made? What did he learn? How fast do you know when a consumer app is working or not working? When do you go against data and follow your intuition? 4. Building the Biggest Bank in Britain with Monzo: What are Mike's biggest lessons on product building from his time at Monzo? What did Monzo not do that he wishes they had done? Why does Mike think the US is crucial for Monzo? How did Monzo change how Mike thinks about competition? What do you do when your competitor, Revolut, is outshipping you at such a speed?
9/13/2024 • 1 hour, 6 minutes, 50 seconds
20VC: Scaling ServiceNow to $5BN in ARR | Leadership Lessons from Doug Leone, Frank Slootman and Bill McDermott | VC Value Add: Is it Real and Why the Worst VCs are "Seagull VCs"
David Schneider is a General Partner @ Coatue and one of the great operators of the last 20 years. Prior to Coatue, David was instrumental in ServiceNow’s growth to over $100B+ public market value. David led the growth of the company from $100M to $5BN in revenue. Before joining ServiceNow, David held senior positions at Data Domain, the company he joined at $0 in revenue and scaled to $1BN in revenue and an IPO and acquisition. In Today's Episode with David Schneider We Discuss: ServiceNow: Secrets to Scaling to $5BN in ARR: What are David's biggest lessons from scaling ServiceNow to $5BN ARR? What worked? What did not work? What are the most common reasons companies plateau? How did ServiceNow roll out so many different products so effectively? How did David hire and ramp 180 people in 90 days? 2. From OG Operator to Newbie Investor: What have been the single most challenging elements of making the transition to VC? What advice did David get from the biggest names on entering venture? How long did it take David to do his first deal? What advice does he give other operators entering? How does doing deals in 2024 compare to when David started doing deals in 2021? 3. VC Value: Do 90% of VCs Really Damage Companies: Does David agree that 90% of VCs actually detract value? What does David mean when he says that the worst VCs are "seagull VCs"? What are David's biggest tips to founders on how to get the most out of their board? What is enough ownership for David to really give the time needed to a company? 4. Lessons from the Greats: Doug Leone, Bill McDermott, Frank Slootman: Doug Leone: What has David learned from Doug on what it takes to be a great investor and board member? Frank Slootman: What has David learned from Bill on how to be the best leader of a mega company? Bill McDermott: What has David learned from Frank about decision-making and execution.
9/11/2024 • 1 hour, 6 minutes, 23 seconds
20VC: Tinder Founder Sean Rad on Lessons Scaling Tinder to the Fastest Growing Consumer Social App in History | Leadership Lessons Scaling Tinder | The Future of Love, Dating and Social Media | The Secret to Your Relationship with Money and Marriage
Sean Rad is the Founder and former CEO of Tinder. Sean has made more romantic connections between humans than anyone in history with Tinder having matched 50BN different people. Sean is also the Founder of Rad Fund which has made over 100 investments in companies and funds. In Today's Episode with Sean Rad We Discuss: 1. Lessons Scaling Tinder to the Fastest Consumer Social App: Starting: How did the idea for Tinder come to Sean in a restaurant in LA? Scaling: What are Sean's biggest lessons for consumer apps scaling to their first 10,000 users? User Acquisition: How did a party change the entire user acquisition strategy for dinner? What did Tinder not do that Sean wishes they had done? What did Tinder do that with the benefit of hindsight, they should not have done? 2. Leadership Lessons from Tinder CEOship: Annual Product Redesign: Why does Sean believe that every consumer company should have a complete redesign of the app every year? What are the benefits? Detachment: How does Sean advise founders when it comes to detaching their happiness from the performance of the company? What works? What does not work? Common Mistakes: What are the most common mistakes that Sean sees early-stage founders make when it comes to leadership? 3. Money, Wealth and Creating a Family Office: How does Sean analyse his own relationship to money? How has it changed over time? At what stage of wealth does Sean believe you have true financial freedom? What is the single best investment Sean has made? What did he learn? What is the worst investment he has made? What did he learn? What have been the single hardest and most surprising elements of creating a family office? 4. Love, Death, Marriage: In what ways does Sean think love has changed with time? How do we deal with the loneliness pandemic? What does Sean believe are the most non-obvious but important secrets to a happy marriage? How does Sean approach and think about his own spirituality today? Why does he not fear death?
9/9/2024 • 1 hour, 4 minutes, 30 seconds
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures
Nick Chirls is the Founder of Asylum Ventures, a new venture firm dedicated to the creative act of building companies; treating founders like artists, not assets. Asylum raised $55 million to invest $1-2 million in early-stage founders practising the art of making startups. Prior to Asylum, Nick co-founded Notation Capital, one of NYC's most successful pre-seed firms. In Today's Episode with Nick Chirls We Discuss: 1. Why Venture Capital is Broken Today: Why is VC a ponzi scheme today? Why are most VCs sheep and have lost all creativity? Why are most investors today incentivised to get dollars out of the door and not to make great investments? Why are services functions within VC firms total BS? Why do no VCs provide significant enough value to a company that it is needle-moving? 2. How to Make Money in VC in 2024: What are the two ways to make money at seed in 2024? Why do founders in unloved markets care more than those in hot markets? Why will large institutions lose a ton of money investing in the large firms of today? Why does Nick believe VCs should always sell when their founders sell shares? 3. Lessons from 3xing a Fund on One Check: Why does Nick think about not purchasing preferred shares and only buying common shares? Why does Nick believe that investing in competitive markets is stupid? What does Nick believe are the conditions you must accept if you are doing a $5M on $25M seed?
9/6/2024 • 1 hour, 47 seconds
20VC: OpenAI's Newest Board Member, Zico Colter on The Biggest Bottlenecks to the Performance of Foundation Models | The Biggest Questions and Concerns in AI Safety | How to Regulate an AI-Centric World
Zico Colter is a Professor and the Director of the Machine Learning Department at Carnegie Mellon University. His research spans several topics in AI and machine learning, including work in AI safety and robustness, LLM security, the impact of data on models, implicit models, and more. He also serves on the Board of OpenAI, as a Chief Expert for Bosch, and as Chief Technical Advisor to Gray Swan, a startup in the AI safety space. In Today's Episode with Zico Colter We Discuss: 1. Model Performance: What are the Bottlenecks: Data: To what extent have we leveraged all available data? How can we get more value from the data that we have to improve model performance? Compute: Have we reached a stage of diminishing returns where more data does not lead to an increased level of performance? Algorithms: What are the biggest problems with current algorithms? How will they change in the next 12 months to improve model performance? 2. Sam Altman, Sequoia and Frontier Models on Data Centres: Sam Altman: Does Zico agree with Sam Altman's statement that "compute will be the currency of the future?" Where is he right? Where is he wrong? David Cahn @ Sequoia: Does Zico agree with David's statement; "we will never train a frontier model on the same data centre twice?" 3. AI Safety: What People Think They Know But Do Not: What are people not concerned about today which is a massive concern with AI? What are people concerned about which is not a true concern for the future? Does Zico share Arvind Narayanan's concern, "the biggest danger is not that people will believe what they see, it is that they will not believe what they see"? Why does Zico believe the analogy of AI to nuclear weapons is wrong and inaccurate?
9/4/2024 • 1 hour, 23 seconds
20Growth: Uber's Expansion Playbook for Scaling from 10 Cities to $10BN in Revenue | How Uber Acquired 1M Drivers | How Uber Solved the Chicken and The Egg Problem in New Markets and What Uber Would Be Like with Travis Still There with Scott Gorlick
Scott Gorlick was employee #99 at Uber. Over 6 years, Scott built Uber in Atlanta and helped the company scale from 10 cities to $10B in revenue. Scott is also a prolific angel investor having written early checks into Lime and Standard Cognition to name a few. In Today's Episode with Scott Gorlick We Discuss: 1. The Driver Acquisition Playbook: Scaling to 1M Drivers How did Uber acquire 1M drivers? What was the playbook? What worked? What did not work? How much of a role did driver-to-driver referral payments have in driver acquisition? What did Lyft do on the driver acquisition side that Uber should have done? What did the retention look like for drivers on a 30, 60 and 90 day period? 2. The City Expansion Playbook: What was the expansion playbook that Uber used for new cities? What worked in ramping demand in a new city? What did not work? How much of a role did promotions and discounting play? Lessons from them? Why did Uber often let Lyft launch in a new market first? What was the benefit of this? How did Scott see the maturation rate change with new markets opening? How fast did each subsequent market reach profitability? 3. Travis Kalanick and What Uber Could Have Been: How would Uber be different today if Travis was still in charge? What are the biggest mistakes that Dara has made with their M&A strategy? What are some of Scott's biggest leadership lessons from working with Travis? How did Travis create such strong followership and cult around him? What were the single biggest management mistakes made by Travis?
8/30/2024 • 41 minutes, 43 seconds
20VC: AI Scaling Myths: More Compute is not the Answer | The Core Bottlenecks in AI Today: Data, Algorithms and Compute | The Future of Models: Open vs Closed, Small vs Large with Arvind Narayanan, Professor of Computer Science @ Princeton
Arvind Narayanan is a professor of Computer Science at Princeton and the director of the Center for Information Technology Policy. He is a co-author of the book AI Snake Oil and a big proponent of the AI scaling myths around the importance of just adding more compute. He is also the lead author of a textbook on the computer science of cryptocurrencies which has been used in over 150 courses around the world, and an accompanying Coursera course that has had over 700,000 learners. In Today's Episode with Arvind Narayanan We Discuss: 1. Compute, Data, Algorithms: What is the Bottleneck: Why does Arvind disagree with the commonly held notion that more compute will result in an equal and continuous level of model performance improvement? Will we continue to see players move into the compute layer in the need to internalise the margin? What does that mean for Nvidia? Why does Arvind not believe that data is the bottleneck? How does Arvind analyse the future of synthetic data? Where is it useful? Where is it not? 2. The Future of Models: Does Arvind agree that this is the fastest commoditization of a technology he has seen? How does Arvind analyse the future of the model landscape? Will we see a world of few very large models or a world of many unbundled and verticalised models? Where does Arvind believe the most value will accrue in the model layer? Is it possible for smaller companies or university research institutions to even play in the model space given the intense cash needed to fund model development? 3. Education, Healthcare and Misinformation: When AI Goes Wrong: What are the single biggest dangers that AI poses to society today? To what extent does Arvind believe misinformation through generative AI is going to be a massive problem in democracies and misinformation? How does Arvind analyse AI impacting the future of education? What does he believe everyone gets wrong about AI and education? Does Arvind agree that AI will be able to put a doctor in everyone's pocket? Where does he believe this theory is weak and falls down?
8/28/2024 • 51 minutes, 55 seconds
20VC: Why the IPO Market is not Closed | Why Revenue Multiples are BS and Founders Need to Change | Advice From Jack Ma, Jamie Dimon and Evan Spiegel | Lessons from Taking Snap & Alibaba Public with Imran Khan
Imran Khan is the OG of IPOs having taken some of the biggest companies public including Alibaba, Snap, Box, Weibo and more. Today, Imran is the founder and Chief Investment Officer of Proem Asset Management. Prior to co-founding Proem, Imran served as Snap Inc.’s Chief Strategy Officer. Under his leadership, Snap’s annual revenue run rate increased to $1.6 billion from zero in less than four years. Previously, Imran was a Managing Director and Head of Global Internet Investment Banking at Credit Suisse where he advised on more than $45 billion-worth of Internet M&A and financing transactions. In Today's Episode with Imran Khan We Discuss: 1. The IPO Market: When Does it Open: How does Imran assess the state of the IPO market today? Can companies really go out with $100-$200M in revenue? Will we see revenue multiples reflate? Can venture continue as an asset class if they do not? When does Imran expect the IPO market to really open? 2. Is M&A F******: How does Imran assess the state of the M&A market today? How do founders need to change how they think about M&A? Why are they to blame for the lack of M&A activity we have today? To what extent can we blame Lina Khan for the lack of M&A? Why would a company go do an M&A process today when it is unlikely to be approved by the SEC? Why does Imran believe in the case of Wiz, it was a mistake for the company not to do the M&A? 3. AI's $600BN Question: Capex Spend: How does Imran analyse the insane capex spend we are seeing from Meta, Google and Amazon? How does Zuck not having his cash cow as the cloud business change how he can act? How does this compare to Google's capex spend 20 years ago? What can we learn from that? 4. Going Public: The Process, The Players and Jack Ma & Jamie Dimon: What is the literal process to take a company public? Who sets the price? What do large institutions want in companies going public? What are some of Imran's biggest lessons from taking Snap and Alibaba public? What are some of Imran's biggest lessons from Jack Ma, Jamie Dimon and Evan Spiegel?
8/26/2024 • 1 hour, 4 minutes, 38 seconds
20Sales: How Snowflake Built a Sales Machine | Why You Have to Hire a CRO Pre-Product | Why Most Sales Reps Do Not Perform | Why Hiring Panels are BS in Interviews | Why Remote Sales Reps Do Not Care About Their Development with Chad Peets
Chad Peets is one of the greatest sales leaders and recruiters of the last 25 years. From 2018 to 2023, Chad was a Managing Director at Sutter Hill Ventures. Chad has worked with the world's best CEOs and CROs to build world-class go-to-market organizations. Chad is currently a member of the Board of Directors for Lacework and Luminary Cloud and on the boards of Clumio and Sigma Computing. He previously served as a board member for Astronomer, Transposit, and others. He was an early-stage investor at Snowflake, Sigma, Observe, Lacework, and Clumio. In Today's Discussion with Chad Peet's We Discuss: 1. You Need a CRO Pre-Product: Why does Chad believe that SaaS companies need a CRO pre-product? Should the founder not be the right person to create the sales playbook? What should the founder look for in their first CRO hire? Does any great CRO really want to go back to an early startup and do it again? 2. What Everyone Gets Wrong in Building Sales Teams: Why are most sales reps not performing? How long does it take for sales teams to ramp? How does this change with PLG and enterprise? What are the benchmarks of good vs great for average sales reps? How do founders and VCs most often hurt their sales teams and performance? 3. How to Build a Hiring Machine: What are the single biggest mistakes people make when hiring sales reps and teams? Are sales people money motivated? How to create comp plans that incentivise and align? Why does Chad believe that any sales rep that does not want to be in the office, is not putting their career and development first? Why is it harder than ever to recruit great sales leaders today? 4. Lessons from Scaling Sales at Snowflake: What are the single biggest lessons of what worked from scaling Snowflake's sales team? What did not work? What would he do differently with the team again? What did Snowflake teach Chad about success and culture and how they interplay together?
8/23/2024 • 1 hour, 3 minutes, 57 seconds
20VC: Five Lessons Scaling Toast to $14BN Market Cap | The Biggest Mistakes Founders Make in Fundraising, Hiring and Selling with Aman Narang, CEO @ Toast
Aman Narang is the Co-Founder and CEO of Toast, one of the best-in-class vertical SaaS companies of our time with a market cap today of $13.5BN. Five astonishing stats that show the quality of the Toast business today: $1.2bn in ARR with 48.4% from payments. Toast Capital has reached $1bn in annualised loans originated. 875k restaurants in the US (Toast has 112k: 13% market share) 75% of locations are coming from inbound channels The first investor in the company invested $500K at a $3M price In Today's Episode with Aman Narang We Discuss: 1. The Biggest Mistakes Founders Make: Why does Aman believe that founders should spend more time fundraising and with investors early? Why does Aman believe founders should hire managers before they think they need them? Why does Aman believe that founders do not give up control early enough? 2. Lessons Scaling to a $14BN Market Cap: What did Aman and Toast do so successfully that allowed them to scale to $14BN market cap in 12 years? What worked? What are the single biggest mistakes Toast made that hindered their growth most? What are the first things to break in hyperscaling companies? What opportunity did Aman and Toast not take that with the benefit of hindsight, he wishes they had taken? 3. Crucible Moment Decisions: Expansion: How did Aman and Toast know when was the right time to release a second product? What has enabled Toast Capital to scale to $1BN in loans so efficiently? How did Aman and Toast scale so successfully into both enterprise and SMB? What are the biggest lessons from doing so? What did not work? How do Aman and Toast approach geographic expansion? How do they choose which countries to expand into?
8/21/2024 • 1 hour, 3 minutes, 33 seconds
20VC: Chips, Models or Applications; Where is the Value in AI | Is Compute the Answer to All Model Performance Questions | Why Open AI Shelved AGI & Is There Any Value in Models with OpenAI Price Dumping with Aidan, Gomez, Co-Founder @ Cohere
Aidan Gomez is the Co-founder & CEO at Cohere, the leading AI platform for enterprise, having raised over $1BN from some of the best with their last round pricing the company at a whopping $5.5BN. Prior to Cohere, Aidan co-authored the paper “Attention is All You Need,” which introduced the groundbreaking Transformer architecture. He also collaborated with a number of AI luminaries, including Geoffrey Hinton and Jeff Dean, during his time at Google Brain, where the team focused their efforts on large-scale machine learning. In Today's Episode with Aidan Gomez We Discuss: 1. Compute vs Data: What is the Bottleneck: Does Aidan believe that more compute will result in an equal increase in performance? How much longer do we have before it becomes a case of diminishing returns? What does Aidan mean when he says "he has changed his mind massively on the role of data"? What did he believe? How has it changed? 2. The Value of the Model: Given the demand for chips, the consumer need for applications, how does Aidan think about the inherent value of models today? Will any value accrue at the model layer? How does Aidan analyze the price dumping that OpenAI are doing? Is it a race to the bottom on price? Why does Aidan believe that "there is no value in last year's model"? Given all of this, is it possible to be an independent model provider without being owned by an incumbent who has a cloud business that acts as a cash cow for the model business? 3. Enterprise AI: It is Changing So Fast: What are the biggest concerns for the world's largest enterprises on adopting AI? Are we still in the experimental budget phase for enterprises? What is causing them to move from experimental budget to core budget today? Are we going to see a mass transition back from Cloud to On Prem with the largest enterprises not willing to let independent companies train with their data in the cloud? What does AI not do today that will be a gamechanger for the enterprise in 3-5 years? 4. The Wider World: Remote Work, Downfall of Europe and Relationships: Given humans spending more and more time talking to models, how does Aidan reflect on the idea of his children spending more time with models than people? Does he want that world? Why does Aidan believe that Europe is challenged immensely? How does the UK differ to Europe? Why does Aidan believe that remote work is just not nearly as productive as in person?
8/19/2024 • 58 minutes, 35 seconds
20VC: Capital G's Laela Sturdy on What Stripe, UiPath and Duolingo Taught Me About Company Building and Investing | How to Analyse Valuation, Market Timing, Sizing and Exiting | Life Inside Alphabet's $7BN Growth Fund
Laela Sturdy is Managing Partner of CapitalG, Alphabet’s $7 billion independent growth fund, where she has invested in Stripe, Duolingo (DUOL), Gusto, UiPath (PATH), Webflow and Whatnot. Laela joined CapitalG shortly after its inception in 2013 and was promoted to Managing Partner in 2023, making her one of few women to be promoted into the sole leadership role within an established multibillion-dollar venture firm. Before joining CapitalG, Laela served as Managing Director of emerging businesses at Google and held leadership roles on the YouTube and Google Search teams. In Today's Episode with Laela Sturdy We Discuss: 1. Lessons from 10 Years Investing: What does Laela know now that she wishes she had known when she entered VC? What is the biggest miss for Laela? How did it change her mindset and approach? What are Laela's biggest takeaways from Stripe and UiPath? How did they change what she looks for in companies today? What is Laela's biggest advice to all new entrants to venture today? 2. How to Build a $100BN Company: Market Timing, Sizing and Staging: What does Laela mean when she says she will never take a risk on a company being able to complete a "second act"? How does Laela approach market sizing? How does Laela think about the notion that the best companies will always expand their markets? Is Laela willing to take market timing risk? What have been her biggest lessons on timing? Does Laela prefer founders who are new to a market and have optimistic naivety? Or prefer an expert in a market who knows every element of it? 3. The Deal: Pricing, Sizing and Upside: How does Laela think about price today? When is she willing to pay up vs not? What price did Laela pay that at the time seemed super high but turned out to be super cheap? What price did Laela pay that seemed super cheap but turned out to be super high? What upside is Laela underwriting towards? What does she need to see in base and best case? 4. VC Value Add: Is it all BS: Does Laela believe that the best founders really need help from their VC? Who is the best board member Laela works with? Why are they so good? What are the core areas where the VC and the founder are misaligned? What would Laela most like to change about the relationship that founders and VCs have?
8/16/2024 • 55 minutes, 49 seconds
20VC: Lessons from Mark Zuckerberg, Keith Rabois & Tobi Lütke | Why Remote is a Bad Idea for 90% of Companies | The Framework for How Shopify Builds Product Today | What Humans Get Wrong About Marriage and Kids with Kaz Nejatian, COO @ Shopify
Kaz Nejatian is Shopify’s VP of Product & Chief Operating Officer. Before Shopify, Kaz founded Kash, a payment technology company which was acquired in 2017 by one of the largest fintech companies in the U.S. Kaz then served as Product Lead for Payments and Billing at Facebook, reducing the barriers for businesses in cash-dependent markets to purchase digital ads without a credit card. In Today's Episode with Kaz Nejatian We Discuss: 1. Learnings From the Greats: Mark Zuckerberg: What are Kaz's biggest lessons from working with Zuck? Why does Kaz believe Zuck is massively under-appreciated? Keith Rabois: What are Kaz's biggest lessons from working with Keith? How did it change how he operates on a day to day basis? Tobi Lütke: What have been Kaz's biggest lessons from working with Tobi? What has he changed most significantly since working with Tobi? 2. Shopify: Why We Build Our Own Tools: Why does Kaz believe it is crucial for Shopify to build their own tools? When did he doubt this strategy most? What caused him to question it? Why does Kaz believe the Stripe <> Shopify partnership is the most important in business? What is the role of a PM at Shopify? Why do Shopify focus on how not what product is built? 3. Eight Truths The Startup World Gets Wrong: Why does Kaz believe "The Lean Startup" has done more damage than any other startup book? Why does Kaz believe that 90% of companies do not know what they want when they hire? Why does Kaz believe the way that companies pay their staff is totally wrong? Why does Kaz believe that most companies pick fights they do not need to pick? Why does Kaz believe that for 90% of companies remote work is a terrible idea? Why does Kaz believe that everyone in sales and marketing should be able to code? Why does Kaz believe that married people with kids are more, not less productive? Why does Kaz believe that we totally misunderstand divorce rates?
8/14/2024 • 1 hour, 3 minutes, 5 seconds
20VC: Sequoia's Shaun Maguire: Will We See WW3 Shortly | Why DEI is a Cancer for Society | Why Iran is the World's Greatest Evil | Why Trump is the Only Hope for Peace in the Middle East | Trump vs Harris: Who Wins & What Happens
Shaun Maguire is a Partner at Sequoia Capital. At Sequoia he led their investment into SpaceX, The Boring Co and X among many others. Before Sequoia he co-founded a cybersecurity company called Expanse which Palo Alto Networks acquired for $1B. Before Expanse, Shaun worked at DARPA and was deployed to Afghanistan. In Today's Episode with Shaun Maguire We Discuss: 1. Why Iran is the Greatest Evil in the World: What specifically makes Iran the greatest danger to the world today? How should the US respond to the threat posed by Iran? Does the US have to go to war with Iran knowing that they now have nuclear weapons? How did the Biden-Harris administration worsen relations both with Iran and Saudi? Is Trump the best chance we have of bringing peace and stability to the Middle East? 2. Russia, Ukraine, Gaza and Israel: What is the Right Next Step: Does Shaun believe that the US should remove funding from Ukraine? How would Trump change the US' relationship with Putin? What does Shaun believe is the right next step for the US in Gaza and Israel? What does Shaun mean when he says the public have no idea how much crazy s**** happens? 3. Freedom of Speech and DEI: Remnants of the Past: Does Shaun believe we live in a society with freedom of speech? How does it differ between the US and Europe? Is Shaun negative on the future of Europe? Does he agree with Larry Summers that "it is a museum"? How does Shaun evaluate the state of diversity, equity and inclusion (DEI)? Why does Shaun believe that wokeness and cancel culture is one of the greatest dangers to society? When does Shaun believe that transgender becomes a problem in children? Where is the line? 4. The Election: Who Wins and What Happens: Does Shaun agree that Kamala is pulling ahead and Trump is now chasing her? How does Shaun analyse the chances of Trump winning? To what extent is it a real threat that there will be civil unrest if Trump does not win? Why does Shaun argue that too much blame is placed on Trump for Jan 6th and he did nothing that Hilary Clinton had not done in disputing prior elections? How does Shaun evaluate the appointment of JD Vance? Does Shaun agree with the echoes from the crowd for Trump to remove him? 5. Elon Musk, US Selling All BTC & Inside Sequoia: What does Shaun believe are the three qualities that make Elon Musk one of the greatest entrepreneurs of all time? Why does Shaun believe that it is a massive mistake for the US to sell all BTC holdings? Who is the best picker in Sequoia? Who is the best at sourcing? Does Shaun get told off internally for his opinions being shared so freely externally? What have been Shaun's biggest lessons from working alongside Doug Leone? 20VC: Sequoia's Shaun Maguire on Will We See WW3 Shortly | Why DEI is a Cancer for Society | Why Iran is the World's Greatest Evil | Why Trump is the Only Hope for Peace in the Middle East | Trump vs Harris: Who Wins & What Happens
8/12/2024 • 1 hour, 3 minutes, 7 seconds
20VC: Why VC is Distorting a Generation of SaaS Companies & With $900M in ARR and a Market Cap of $2.6BN is Lightspeed the Most Misunderstood Public Company with Dax Dasilva, Founder & CEO @ Lightspeed
Dax Dasilva is the Founder & CEO Lightspeed Commerce, one of the most incredible stories in startups. For 7 years they did not raise outside funding and ran a very profitable business. Ultimately they partnered with Accel and Innovia before going public on the Canadian Stock Exchange with just $70M in ARR. Lightspeed also undertook 9 acquisitions over the course of a four year period to consolidate the global market. Today they have a whopping $900M in ARR but are only valued at $2.6BN. Today we ask the question, is Lightspeed one of the public market's most misunderstood companies? In Today's Episode with Dax Dasilva We Discuss: 1. VC Funding is Distorting SaaS: Why did Dax decide not to raise money for Lightspeed in the early days? Does Dax believe Lightspeed would have been successful had they have raised a seed round like many do today in SaaS? Why does Dax believe venture funding is distorting a generation of SaaS companies today? How does Dax advise founders scaling their business today from $0-$1M in ARR? 2. What Went Wrong: The Founder Returns: Why did Dax feel he had to come back to the role of CEO in 2024? What was not working? What was the single biggest problem that the public markets had with Lightspeed? What were some of the biggest challenges that came with the intense amount of M&A? What would Dax most like to do that the public market will not allow? 3. What Makes a Great Leader: How it Changes: What required skills in leadership change with the changing scale of the company? What skill does Dax have that he is slightly ashamed of but has most contributed to his success? What did Dax not know when he founded Lightspeed that he wishes he had known? What question is Dax never asked that he should be asked more?
8/9/2024 • 46 minutes, 12 seconds
20VC: How a Angel City Makes $31M per Season | How Sports Teams Can and Should Be Better Businesses | Why Every Sports Team Will Look Like a Media Agency and Founding The Most Valuable Women's Sports Team with Alexis Ohanian
Alexis Ohanian is the Founder and General Partner of Seven Seven Six, an early-stage venture capital firm with $970M AUM. Prior to 776, Alexis was the Co-Founder of Initialized, one of the most successful early-stage firms in history with their first fund returning 56x DPI. Before Initialized, Alexis was a Partner at the world-famous Y Combinator and before that was one of the Co-Founders of Reddit. In Today's Discussion with Alexis Ohanian We Touch On: 1. $31M in Revenue: The P&L of a Sports Team: What are the core revenue drivers for Angel City Football Team? How did Alexis convince Tony @ Doordash to write the largest-ever brand sponsorship check to have the Doordash name on the Angel City shirt? How much money does Angel City make from ticket sales per year? What does the revenue from merchandise look like for Angel City? How has it changed with time? 2. How to Spend $31M Annually To Run a Team: What are the single biggest costs in running a sports team? Does Alexis believe that salary caps are good or bad for leagues? How much money is spent by clubs on content and software today? How should that change? 3. More Cash in Sports Than Ever: Prices for teams are at an all-time high. Are we in a bubble for sports assets? What remains under-priced and what is over-priced today? What are the pros and cons of private equity entering sports ownership in a meaningful way? Who is the worst sports team owner who despite his mismanagement, still made billions? 4. Alexis Ohanian: AMA: How did Alexis and Serena William's children become millionaires through sports team ownership? How did Alexis turn a $10,000 check into $17.1M? How did a $10,000 check into a shoe company make Alexis $7M? Why does Alexis believe that sports becomes even more valuable in a world of AI?
8/7/2024 • 1 hour, 13 minutes, 14 seconds
20VC: Sequoia's David Cahn on AI's $600BN Question | Why the Data Centre is the Most Important Asset | Servers, Steel and Power: The Core Pillars Powering the Future of AI
David Cahn is a Partner @ Sequoia Capital, one of the great venture firms of the last 5 decades. Before joining the Sequoia partnership, David led Coatue's venture business as a General Partner and COO where he led investments in Hugging Face, Runway and Supabase. David also joined the boards of Weights & Biases and Replit. In Today's Episode with David Cahn We Discuss: 1. AI's $600BN Question: What is the $600BN question in AI today? Is it possible to believe "AI will change the world" and "Capex levels are too high" at the same time? Why do the cloud players have to act now? When does the Capex reduce for them? How does Meta not having a core cash cow in cloud change the way they can respond? Why is all the risk today being borne by the large incumbents? Why is that good for startups? How will we see Satya and Zuckerberg change their narrative towards their Capex spend to the public markets? 2. The Data Centre is the Most Important Asset: Why does David believe that data centre is the most important asset? What does he mean when he says "servers, steel and power" are the pillars of AI? What happens when the development of models outpaces the construction of data centres? Why does David believe no one will ever train a frontier model on the same data centre twice? 3. The Biggest Opportunities in AI: Why does David believe the biggest opportunity right now is in the build-out of data centres? What does the supply chain look like for the build-out of data centres? Who are the winners? Why does David believe the biggest opportunity in finance is in creating new debt instruments that will allow the largest incumbents in the world to move this data centre spend off balance sheet? Why does David believe that AI will drive more energy innovation than any policy has done? 4. The Secrets of Sequoia: Inside the Walls of the Greatest Firm in Venture: What does David and Sequoia believe is the one definition of success in venture? Who is the best at find companies in Sequoia? Who is the best at picking? Why does David believe conviction, not picking is the hardest part in venture? How do Sequoia want to shape and mould every investor in the firm? 20VC: Sequoia's David Cahn on AI's $600BN Question | Why the Data Centre is the Most Important Asset | Servers, Steel and Power: The Core Pillars Powering the Future of AI
8/5/2024 • 1 hour, 13 minutes, 13 seconds
20Sales: 12-Week Step-by-Step Framework to Crush Every Sales Quarter | Moving from SMB to Enterprise: How and When | Verticalised Sales Teams: Why They are a Gamechanger and How to Build Them with Ben Fiechtner, CRO @ Clari
Ben Fiechtner is Chief Revenue Officer at Clari, where he drives global go-to market & revenue operations. Ben previously served as SVP at UiPath, growing their key accounts and regulated industry verticals from $150m to $450m. Before UiPath, Ben was at Salesforce where he held multiple senior roles, achieving significant year-over-year growth and always on the bleeding edge of Vertical teams. In Today's Episode with Ben Fiechtner We Discuss: 1. How to Close Deals Faster: What are the top 3 ways sales reps can increase urgency in a deal cycle? Should reps be discounting? If so, what level can be appropriate? What is the right way to ask prospects for their internal buy process? How do you know if you are dealing with a champion? What are the single biggest reasons that deals are delayed in closing? 2. SMB to Enterprise: How and When: When is the right time to move into the enterprise? What are the single biggest mistakes startups make when making the transition? How does Ben advise startups to do it but with minimal spend and investment? 3. Verticalisation: Why, When and How: Why is it important for founders to consider a verticalised sales strategy? What are the benefits? When is the right time to consider a verticalised approach? What is the right way to resource each sales team for a verticalised approach? What are the biggest mistakes companies make when verticalising sales teams? 4. How to Hire the Best Reps: What are the top signals that a candidate will make for an amazing sales rep? What question does Ben ask in every interview? What do the best answers have? What are the biggest mistakes founders make when hiring sales reps? How fast do you know when a hire is a good hire or not?
8/2/2024 • 55 minutes, 4 seconds
20VC: Is More Compute the Answer to Model Performance | Why OpenAI Abandons Products, The Biggest Opportunities They Have Not Taken & Analysing Their Race for AGI | What Companies, AI Labs and Startups Get Wrong About AI with Ethan Mollick
Ethan Mollick is the Co-Director of the Generative AI Lab at Wharton, which builds prototypes and conducts research to discover how AI can help humans thrive while mitigating risks. Ethan is also an Associate Professor at the Wharton School of the University of Pennsylvania, where he studies and teaches innovation and entrepreneurship, and also examines the effects of artificial intelligence on work and education. His papers have been published in top journals and his book on AI, Co-Intelligence, is a New York Times bestseller. In Today's Episode with Ethan Mollick We Discuss: 1. Models: Is More Compute the Answer: How has Ethan changed his mind on whether we have a lot of room to run in adding more compute to increase model performance? What will happen with models in the next 12 months that no one expects? Why will open models immediately be used by bad actors, what should happen as a result? Data, algorithms, compute, what is the biggest bottleneck and how will this change with time? 2. OpenAI: The Missed Opportunity, Product Roadmap and AGI: Why does Ethan believe that OpenAI is completely out of touch with creating products that consumers want to use? Which product did OpenAI shelve that will prove to be a massive mistake? How does Ethan analyse OpenAI's pursuit of AGI? Why did Ethan think Brad, COO @ OpenAI's heuristic of "startups should be threatened if they are not excited by a 100x improvement in model" is total BS? 3. VCs, Startups and AI Labs: What the World Does Not Understand: What do Big AI labs not understand about big companies? What are the biggest mistakes companies are making when implementing AI? Why are startups not being ambitious enough with AI today? What are the single biggest ways consumers can and should be using AI today?
7/31/2024 • 1 hour, 8 minutes, 50 seconds
20VC: Twitter's Most Controversial VC Delian Asparouhov on Inside the Walls of Founders Fund: What the World Does Not See | Why Western Europe Will Be Like the Third World | Why SaaS as an Industry Might Be Dead
Delian Asparouhov is a Partner at Founders Fund and Co-Founder and President of Varda Space Industries, which is building the world's first space factories. At Founders Fund Delian has led deals in the likes of Ramp ($7BN) and Sword Health ($3BN) among others. Before joining Founders Fund, he was a Principal at Khosla Ventures, Head of Growth at Teespring, and Founder of a healthcare company called Nightingale. In Today's Episode with Delian Asparouhov We Discuss: 1. Venture Capital: Winners, Losers and Everyone Else: Who are the Top 3 venture firms in the world today according to Delian? Why does Delian believe that Benchmark are not the firm they were? Who will be the winners in venture in the next 10 years? Who will be the losers in venture in the next 10 years? 2. Inside Founders Fund: What No One Sees: What are the most important and impactful elements of Founders Fund that no one knows about? What does Delian believe that the Founders Fund partnership will strongly disagree with him on? Why does Founders Fund believe the path of most resistance is the best way to make decisions? What single topic has Delian publicly disagreed with Peter Thiel on most? How did it go? 3. What Every Young VC Needs to Know: What are Delian's single biggest tips to young VCs looking to scale the VC ladder today? What are the five core pillars of venture according to Delian? What should young VCs focus on? Why does Delian disagree with Founders Fund partners that "the best founders do not need the help of their VCs?" Does Delian agree with Vinod Khosla that "90% of VCs do detract value?" What are the biggest ways that Delian believes VCs can and do detract value? 4. Europe Will Be Third World, Parenting and Marriage: Why does Delian believe that Western Europe will become like the third world? What are Delian's single biggest tips on finding a life partner? What have been the biggest changes to Delian since becoming a father? What question does no one ask Delian that someone should ask him?
7/29/2024 • 1 hour, 15 minutes, 49 seconds
20Growth: How Transferwise Acquired Their First 5M Customers: The Two Types of Content All Companies Must Create, How to Crush Competition With Performance Marketing, What Growth Hacks Worked and Did Not with Nilan Peiris, CPO @ Wise
Nilan Peiris is Chief Product Officer at Wise, where he leads on growth across channels including product and platform. Prior to Wise, Nilan was VP Growth at HouseTrip, in charge of scaling the company’s growth in the European market. He’s also worked as Chief Marketing Technology Officer at Holiday Extras, where he was responsible for all areas of technology, marketing and customer acquisition. Nilan also advises a number of early-stage startups on growth and getting to traction. In Today's Episode With Nilan Peiris We Discuss: Lessons Scaling Transferwise to the First 1M Users: What growth tactics worked in scaling Wise to 1M users? What growth tactics did not work? What did they learn? What did Wise not do that Nilan wishes they had done? What single product change completely changed the trajectory of their growth? 2. How to Use Content to Crush Competition: What are the two different types of content that all companies must now make? What are the single biggest mistakes companies make with content today? What do you do when your competition can spend 7-8x more on marketing? Is SEO and SEM dead today or does it still play the same prominent role? 3. Wise's Framework on How to Win at Performance Marketing: What have been Nilan's single biggest lessons on how to win in performance marketing? What are the biggest mistakes companies make today in performance marketing? When is the right time to diversify and add new channels? What level of channel concentration would concern Nilan to see? 4. The Secret to Adding More Products: When is the right time to add a second product? How does Nilan define great product marketing today? How can one do amazing and targeted product marketing with several products aimed at different customers? What are the single biggest mistakes that companies make with brand marketing?
7/26/2024 • 48 minutes, 12 seconds
This Week in SaaS: Should Wiz Have Accepted Google's $23BN Acquisition Offer, Crowdstrike: WTF Happens From Here: The Bull and the Bear Case & $1BN into Legal Tech in a Day with Clio and Harvey with Jason Lemkin
Jason Lemkin is one of the OG SaaS investors with all of his first five investments turning into unicorns with Pipedrive, Algolia, Talkdesk, Salesloft and RevenueCat all in his portfolio. SaaStr is the largest global community in SaaS and he has taught a generation the fundamentals of SaaS on saastr.com. In Our Second Episode of This Week in SaaS: 1. Wiz Rejects Google's $23BN Acquisition Offer: How does Jason analyse the price of the offer? $23BN for a $500M ARR business growing 120% YoY? What is the reasoning for Google in pursuing the acquisition? If Wiz had of proceeded in the process, what are the chances it would have made it through regulators? Why did Wiz walk away from the offer? If Jason were on the board, what would he have done? Is there a correlation between the downfall of Crowdstrike and Wiz turning down the offer? What does this mean for the M&A market moving forward? Will there be a secondary round now in place for Wiz at $23BN? 2. Crowdstrike: WTF Happens from Here: Did Crowdstrike manage the crisis in the right way? What would Jason have done differently? What is the bull case for Crowdstrike moving forward from this point? What are the bear case for the company? Could this snowball and be the end? What will this do to company requirements on having single point of failure solutions? Where will the market cap of Crowdstrike be at the end of 2024? 3. LegalTech: Show Me the Money: $1BN in a Single Day: Clio announced a $900M round at a $3BN valuation. How does Jason analyse this? What does Jason make of Harvey's $100M raise at a $1.5BN valuation? Why does Jason think 2025 will be the year for AI parity? Why will we see the majority of SaaS features be commoditised in 2025? What is the single biggest regret that Jason has in his investing career?
7/24/2024 • 50 minutes, 33 seconds
20VC: How I Lost Airbnb at Seed Because of an Exploding Term Sheet | Investing Lessons from Roelof Botha & Peter Thiel | Why VC is Less Collaborative Than Ever and Great Companies Are Being Destroyed by Too Much Cash with Kevin Hartz @ A*
Kevin Hartz is a Co-Founder and General Partner at A*, an early-stage venture capital firm. Prior to founding A*, Kevin co-founded Eventbrite, a publicly traded company, and served as the CEO for the first 11 years of the company. Before Eventbrite, Kevin co-founded Xoom, a money remittance company that was acquired by PayPal in 2015 for over $1BN. Kevin is also a prolific angel investor having backed companies such as PayPal, Airbnb, Pinterest, Ramp, Trulia, and Anduril at the seed stage, and was an early investor in Uber, Palantir, SpaceX, Square, Gusto and many others. In Today's Episode with Kevin Hartz We Discuss: 1. What Makes the Best Founders: What questions does Kevin always ask founders in the investment process? Does Kevin prefer serial or first time founders? Why? Does Kevin prefer founders who are new to a problem or who are insiders and experts? When Kevin has gotten a founder bet wrong, what did he not see that he should have seen? 2. The Exploding Term Sheet That Cost $10BN: How did an exploding term sheet for the seed round of Airbnb cost Kevin $10BN? What did Kevin see in the seed round of Airbnb that so few other investors saw? Does Kevin agree that the best businesses often start off as ridiculous or toys? 3. From World's Greatest Angel to VC with $600M AUM: Why does Kevin think a barbell strategy of Seed and Series C is best today? Does Kevin agree that the Series B and growth stage is dead today? Why does Kevin strongly disagree that seed is the hardest stage of the market? Why does Kevin think that venture is less collaborative than ever? How does Kevin approach when to sell vs when to hold a position? What are his biggest lessons from seeding and holding Opensea? 4. Learning From the World's Best Investors: What have been Kevin's lessons from his relationship with Peter Thiel? What have been Kevin's biggest takeaways from investing alongside Roelof Botha in many deals? What have been Kevin's biggest lessons from watching and observing the great Pierre Lamond?
7/22/2024 • 1 hour, 2 minutes, 54 seconds
20Product: How Canva Builds Products: Lessons Learned, What Works? What Flopped? The Top 5 Product Lessons in Scaling to 185M Monthly Active Users with Canva Co-Founder and Chief Product Officer, Cameron Adams
Cameron Adams is Chief Product Officer and co-founder of Canva where he is responsible for heading up the design and product teams. Since launching in 2013, Canva’s global community has grown to over 185 million monthly users in over 190 countries. In 2021, Canva was valued at $40 billion, following a $200m funding round. This saw it become one of the most valuable private software companies in the world. Prior to joining Canva, Cameron found himself working closely with Lars and Jens Rasmussen (co-founders of Google Maps) to realise the design vision for Google Wave. In Today's Episode with Cameron Adams: 1. From Accidental Joining to Most Valuable Private Company: How did Cameron go from working on Google wave with Lars Rasmussen to co-founding Canva with Mel and Cliff? What was the single closest near-death experience in the life of Canva? Why did Canva fail as a social network? What did Cameron learn from that? 2. How to Create Users that Truly Love Your Products: What have been Canva's biggest lessons on what it takes to do world class onboarding? What is Cameron biggest advice to founders on how to create moments of delight in your product? Is simplicity always best in product? What, when made more complex, is better for the user? 3. Scaling Canva into the Enterprise: What are the biggest product changes that are required to move into enterprise? What does Cam know about moving up market that he wishes he had known when he started? What are the biggest product and design mistakes founders make when making the transition from PLG to enterprise sales? 4. AI Changes Everything: More Money or Better Products Only Who will win the foundation model layer landscape? What will it be in 10 years? Will companies actually make more revenue from having AI in products or will it just create better products? How does Canva's implementation of AI in their products impact the margins of their products?
7/19/2024 • 49 minutes, 49 seconds
20VC: Brex CEO Pedro Franceschi on What Brex Needs to do to be a Public Company | Brex vs Ramp: Who Wins and How Does it Play Out | Battling Founder Mental Health and The Importance of Secondaries for Founders
Pedro Franceschi is the Co-Founder and CEO @ Brex, the AI-powered spend platform with tens of thousands of customers, including DoorDash, Coinbase, Robinhood and Roblox. Pedro has raised over $1.2BN for the company from the likes of Greenoaks, Ribbit, DST, Bond and YC. The latest reported valuation was $12.3BN. Before Brex, Pedro was the first person to “jailbreak” the iPhone 3G in Brazil and co-founded payments company Pagar.me with Dubugras when he was 15. In three years, Pedro scaled it to over 100 people and US$1.5 billion in transactions processed. In Today's Episode with Pedro Franceschi We Discuss: 1. The Challenge is in Your Own Head: Why does Pedro believe all founders underestimate their own mental health? When was Pedro most anxious/depressed in the Brex journey? Why? What have been the single biggest needle movers for increasing his own mental health? How does Pedro advise other founders struggling with their own mental health? 2. From a 13-Year-Old Hacker in Brazil to Billionaire in LA: How did Pedro come to make $200K on the internet when he was just 12? Does Pedro agree that the best founders always started entrepreneurial pursuits young? How does Pedro reflect on his own relationship to money today? How has it changed? Pedro has famously taken large secondaries, how did that impact his mindset? How does Pedro advise other founders and VCs when it comes to secondaries? 3. The Importance of the Idea: What Everyone Misunderstands: What does Pedro mean when he says everyone does not appreciate enough how important the idea selection process is? How does he advise founders entering this process? Why does Pedro believe it is not that easy for founder to just pivot to a new idea? How did YC almost miss out on investing in Brex, now a $12BN company, due to the original idea? 4. Brex vs Ramp: Who Wins: How does Pedro feel when I say, "Ramp have gotten ahead on marketing and visibility"? Why does Pedro believe that "Ramp is a marketing company"? What does he mean when he says "great products will win over time"? Why does Pedro fundamentally disagree with Ramp's positioning of the best companies focus on saving and their giving away their software for free? How does this market play out over time? Winner take all or gains split across several?
7/17/2024 • 50 minutes, 15 seconds
20VC: Why We Are in a Bubble & Now is Frothier Than 2021 | Why $1M ARR is a BS Milestone for Series A | Why Seed Pricing is Rational & Large Seed Rounds Have Less Risk | Why Many AI Apps Have BS Revenue & Are Not Sustainable with Saam Motamedi @ Greylock
Saam Motamedi is a General Partner at Greylock, where he has led investments in Abnormal Security (incubated at Greylock), Apiiro Security and Opal Security, as well as AI companies like Adept, Braintrst, Cresta, Predibase, Snorkel, and more. Before Greylock, Saam founded Guru Labs, a machine learning-driven fintech startup, and worked in product management at RelateIQ, one of the first applied AI software companies. In Today's Conversation We Discuss: 1. Seed Today is Frothier than 2021: How does Saam evaluate the seed market today? With seed pricing being so high, how does he reflect on his own price sensitivity? When does he say too much and does not do it? Despite seed pricing being higher than ever before, why does Saam believe it is rational? How has the competition at seed changed in the last few years? 2. Series B and Growth are not a Viable Asset Class Today: Why does Saam believe that you cannot make money at Series B today? Why has pricing gone through the roof? Who is the new competition? When does it make sense to "play the game on the field" vs say this is BS and do something else? What would need to happen in the public markets for Series B to be a viable asset class again? 3. Markets vs Founders: The Billion Dollar Mistake and Lessons: How does Saam prioritise between founder vs market? What have been Saam's biggest lessons when it comes to market sizing and timing? What is Saam's biggest miss? How did it change his approach and company evaluation? Which other VC would Saam most like to swap portfolios with? Why them? 4. Saam Motamedi: AMA: What does Saam know now that he wishes he had known when he got into VC? Saam has had a meteoric rise in Greylock, what advice does Saam have for those younger investors look to really scale within a firm? Sourcing, selecting and servicing: Where is he best? Where is he worst? Why does Saam believe that most VCs do not add value? 20VC: Why We Are in a Bubble & Now is Frothier Than 2021 | Why $1M ARR is a BS Milestone for Series A | Why Seed Pricing is Rational & Large Seed Rounds Have Less Risk | Why Many AI Apps Have BS Revenue & Are Not Sustainable with Saam Motamedi @ Greylock
7/15/2024 • 1 hour, 6 minutes, 25 seconds
20Sales: Biggest Lessons Scaling Hubspot from $0-$100M in ARR, The Framework for How Startups Should Scale into the Enterprise, How to do Channel Partnerships Right and How to Construct Sales Comp Plans Early On with Mark Roberge
Mark Roberge is a Co-Founder and Managing Director at Stage 2 Capital and a Senior Lecturer at the Harvard Business School. Prior to these roles, Mark was the founding CRO at HubSpot, where he scaled ARR from $0 to $100 million and expanded his team from 1 to 450 employees. Mark was ranked #19 in Forbes' Top 30 Social Sellers in the World. He was also awarded the 2010 Salesperson of the Year at the MIT Sales Conference. In Today's Episode with Mark Roberge We Discuss: 1. Biggest Lessons Scaling Hubspot to $100M in ARR: What are Mark's biggest lessons in what worked in their sales strategy in scaling to $100M in ARR? What elements of Hubspot's sales strategy did not work? What would he have done differently with the benefit of hindsight? What does Mark know now that he wishes he had known when he started at Hubspot? 2. How the Best Startups Scale into Enterprise: What are the single biggest mistakes startups make when scaling into enterprise? When is the right time? What do founders get most wrong on timing of scale into enterprise? What do you need to have in place both from a team and product perspective to make the transition? 3. Second Product and Second Channel: When is the right time to launch the second product? Why does Mark believe that you should be turning down customers in the early days? Why is not every customer right for your company? How does Mark think about channel diversification? Does Mark agree you only need one channel to scale to $50M in ARR and two to scale to $100M in ARR? 4. 99% of SaaS Founders Do Partnerships Wrong: What are the single biggest mistakes founders make when doing channel partnerships? What can and should they do to set channel partnerships up for success? What do the channel partners need to have to be equipped to sell the partner solution? What level of buy-in and from who on the channel partner side is needed for the partnership to be successful? What did Mark learn from Hubspot's partnership with Salesforce scaling to 10% of Hubspot's revenue?
7/12/2024 • 40 minutes
20VC: ServiceTitan Would Not Be the Success if We Raised VC Earlier: How to Build a Dominant Vertical SaaS Business, How to Master Going Into Enterprise, When & How to Launch Second Products with Ara Mahdessian, Co-Founder @ServiceTitan
Ara Mahdessian is the Co-Founder and CEO @ ServiceTitan, one of the great vertical SaaS business of the last decade. Today the company powers over 11,800 trade customers and has raised over $1.4BN from some of the best including Bessemer, Battery, Index, ICONIQ and more. Their latest valuation pegged the business at a reported $7.3BN. In Today's Episode with Ara Mahdessian We Discuss: 1. We Did Not Want To Raise VC Money: Why did Ara not want to raise VC funding in the early days? What convinced Ara to change his mind? Why did he choose Byron and Bessemer? Does Ara believe that ServiceTitan would have been the success that it is, if it had raised in today's market, a $5M on $25M seed round? What would they have done differently? 2. How to Master Going Upmarket: What are Ara's biggest lessons on what it takes to go upmarket? How does the product need to change? How does the org of the company change? When is the right time to go upmarket? What did ServiceTitan get wrong in their move into enterprise? What did Ara learn from this? 3. How to Build a Brand in SaaS and Have Premium Pricing: What are some of Ara's biggest lessons in how to build the best brand in vertical SaaS? What works in brand building in SaaS? What does not? What would he do differently? What have been Ara's biggest lessons on pricing? ServiceTitan is 3x their competitors, how does Ara think about what is required to have such premium pricing? 4. How to Master the Second Product & Be the Best at Customer Success: When is the right time to do a second product? Why is it too late to wait for PMF with your first product to do the second product? What product did ServiceTitan wait too long to release? What did they learn? What product did they release too early? What did they learn? What are the two core reasons why customer success is the most important element in a business? 5. The Core Pillars of Great Leadership: Why do product builder founders have such an increased chance of success in startups? Why do you have to have expertise in the domain you are hiring for to hire the best? What does truly great leadership mean to Ara today? How has his style of leadership changed? What has Ara learned from soccer that he has applied to being a CEO?
7/10/2024 • 51 minutes, 7 seconds
20VC: The Sequoia Investment Process | Investing Lessons from Doug Leone, Roelof Botha & Alfred Lin | Sequoia's Framework for Analysing Founders | The True Benefit of Having Sequoia on a Cap Table & Sequoia's Biggest Threat with Pat Grady
Pat Grady is one of the most successful growth investors of the last decade. As the Head of Sequoia's growth investing practice, Pat has invested in companies with a combined market cap exceeding $250BN. Among Pat's immense portfolio is Hubspot, Snowflake, ServiceNow, Okta, Amplitude, Zoom and Qualtrics. Pat is also one of the best acquirers of talent in venture hiring Andrew Reed, Matt Huang, Julien Bek. In Today's Episode with Pat Grady We Discuss: 1. The Sequoia Investment Process: What is the Sequoia investment process today? How has it changed over time? What could be improved about the process? Where is it weak? What is the biggest strength of the process? How do Sequoia remove politics from the investment decision-making process? Are the best deals "contrarian"? What does Pat mean when he says you do not "get extra points for being contrarian and right"? 2. What Sequoia Look for When Investing: What is Pat's framework for assessing founders? How does it differ when investing early vs late? Team, traction, TAM, how does Pat rank the three when investing? What have been Pat's biggest lessons on market sizing? Does Pat take market timing risk? How much weight does Pat place on "traction" when investing? How sustainable is PMF? 3. The Three Core Pillars of Venture: Sourcing: What does Pat rank Sequoia for sourcing? Who is the best at sourcing in the firm? Selecting: How does Pat rank Sequoia at picking? How has it changed over time? What could Sequoia do to improve their picking ability? Servicing: What does Pat give Sequoia for their "value add"? To what extent does Pat truly believe that venture investors do add value? 4. Pat Grady: AMA: Pat has hired some of the best in the next generation of venture investors; what are his biggest lessons in what he looks for when hiring investing talent? What is his single biggest takeaway from working with Alfred Lin, Roelof Botha and Doug Leone? What are his biggest takeaways from working with Hubspot, Snowflake and ServiceNow?
7/8/2024 • 1 hour, 8 minutes, 59 seconds
20VC: Turning a $15M Investment in Monday into $1.5BN in Cash | The Strategy Behind a 37x DPI $45M Fund | The Three Step Process to Selling Positions that has Netted Top Percentile Returns with Avi Eyal, Co-Founder @ Entrée Capital
Avi Eyal is Co-Founder and Managing Partner of Entrée Capital, an early-stage VC fund with a portfolio including the likes of Monday.com, Stripe, Coupang, PillPack, and Snap. From their $15M investment into Monday, Entrée distributed a whopping $1.5BN, one of their $45M funds is a whopping 37x DPI. Avi is one of the greatest venture investors you might not have heard about. In Today's Episode with Avi Eyal We Discuss: 1. The Biggest BS "Rules" in Venture Capital: Why does Avi believe that it is BS for every deal to need to be a homerun and return the fund? Why does Avi believe that signalling is real and it is BS to suggest otherwise? Why does Avi believe that it is BS that ownership is crucial to make mega venture returns? Why does Avi believe that you do not have to win every deal to be one of the best in venture? Why should venture investors not manage the positions of their companies when they go public? Why is it BS to think they have asymmetric information when the company goes public? 2. What Makes the Best Founders: Does Avi prefer first or second time entrepreneurs? Why? Would Avi rather back a founder that is an expert in a market or one that is new to a market and has the naivety to not know what is hard? Are the best CEOs the best fundraisers? How does Avi rank the following when investing; team, market, traction and technology? When Avi has misread a founder, what was it that he missed? 3. The Biggest Hits and Biggest Misses: Monday: How did Entrée build such a large position in Monday over time? How did a Series A lead dropping out leading to a $1.5BN gain for Entree? Stripe: Entrée has now 50% of his Stripe position. Why? What is the three step process for Avi in selling positions? How does he know when to and what is the right amount? PillPack: Entrée made $15M from PillPack's exit. What did that teach Avi about ownership? Cazoo: How was Entrée the only one to make money from Cazoo? How did Entrée's sell strategy help him make millions when everyone else did not sell?
7/3/2024 • 58 minutes, 34 seconds
20VC: LLMs Are Reaching a Stage of Diminishing Returns: What is the Next S Curve | The Bull & Bear Case for China's Ability to Challenge the US' AI Capabilities | How AI Changes the Future of War & How Agents Will Reshape Society with Matt Clifford @ EF
Matt Clifford is the Co-Founder of Entrepreneur First (EF), the leading global talent investor and incubator. EF has incubated startups worth over $10bn, including Cleo, Tractable and Aztec Protocol. Matt is also Chair of ARIA, the UK’s Advanced Research and Invention Agency, and advises the UK government on AI and in 2023 served as the Prime Minister’s Representative for the AI Safety Summit at Bletchley Park. In Today's Episode with Matt Clifford We Discuss: 1. The Most Important Questions in AI: Are we seeing diminishing returns where more compute does not lead to a significant increase in performance? What is required to reach a new S curve? What do we need to see in GPT 5? Why does Matt believe that search is one of the biggest opportunities in AI today? 2. The Biggest Opportunities in AI Today: How does Matt see the future for society with a world of autonomous agents? What is the single biggest opportunity around agents that no one has solved? Is society ready for agentic behaviours to replace the core of human labour? How does warfare change in a world of AI? Does AI favour states and good actors or criminals and bad actors more favourably when it comes to offence and defence? 3. China and the Race to Win the AI War: Does Matt believe that China are two years behind the US in terms of AI capability? What are Matt's biggest lessons from spending time with the CPP in China working on AI policy? In what way is the CCP more sophisticated in their thinking on AI than people think? What is the bull and the bear case for China in the race for AI? What is the core impact of US export controls on chips for China's ability to build in AI? Does a Trump vs a Biden election change the playing field with China? 4. What Makes Truly Great Founders: Does Matt agree that the best founders always start an entrepreneurial activity when they are young? What is more important the biggest strength of one of the founders or the combined skills of the founding team? What did EF believe about founders and founder chemistry that they no longer believe? Does Matt believe that everyone can be a founder? What are the two core traits required?
7/1/2024 • 1 hour, 2 minutes, 42 seconds
20VC: Raising $126M Across 3 Rounds in Just 6 Months, Being the Youngest Founder of a Unicorn Company | But Everything Was Not as it Seemed: The Real Story of Vise: The Regrets, Mistakes and Mis-Hires with Vise's Samir Vasavada
Samir Vasavada is the Co-Founder & CEO of Vise, a technology-powered asset manager. Samir and his co-founder, Runik founded Vise from the Midwest at 16 years old. They bootstrapped the company before dropping out of high school and raising $128M in just 6 months from some of the best including Sequoia Capital and Founders Fund. The company achieved unicorn status when the pair turned 20 years old, making them the youngest founders of a $BN company at the time. In Today's Episode with Samir Vasavada We Discuss: 1. The Biggest Hiring Mistakes That Broke Us: Why is hiring people who come with a playbook one of the most damaging things you can do? Why is it impossible to build a remote company that performs the same as in person? Why is it the worst thing to hire people who have a reputation they are obsessed with maintaining? Why do you never want to hire people who join because of who your investors are? Why does Samir regret not firing people faster? How much time is enough time to know? Why is hiring in a hot market one of the most dangerous things you can do? 2. Fundraising: 3 Rounds and $126M in 6 Months: Does Samir regret raising so much money so soon in the company life? What did Samir do that he regrets doing, having had so much money so early? How did the need for free food at an event lead to a term sheet and $50M from Sequoia? Did Samir feel that he could talk to investors when things were going really badly? Why does Samir believe that liquidation preference matters more than valuation? 3. The Depression, The Pressure and Wisdom From Jensen Huang: What did Jensen Huang teach Samir when it comes to wealth and leadership? How did Samir deal with the pressure of raising $126M in 6 months and being the youngest unicorn founder, ever at the time? Was Samir hurt when people he thought were his friends, no longer stuck with him when the company was no longer "hot"? What was Samir's darkest time? How did he overcome and get out of it? Does Samir blame his parents for the pressure they put on him from such a young age?
6/28/2024 • 59 minutes, 16 seconds
20VC: Klaviyo's Andrew Bialecki on Going Public in an IPO Winter, Is Klaviyo Under-Priced in Public Markets and Why, Why Every VC Turned Klaviyo Down in the Early Days & How Shopify's Partnership Changed the Game
Andrew Bialecki is the Co-Founder and CEO of Klaviyo, the platform that powers smarter digital relationships for businesses and their data. To date, Klaviyo has raised over $778M from the likes of Accel, Summit Partners, Sands Capital, and Shopify, and raised an additional $700M after its IPO in September 2023. In Today’s Episode with Andrew Bialecki We Discuss: Founding a $6.23BN Machine in Klaviyo: The Aha Moment What was the aha moment for Klaviyo? How important does Andrew think it is for founders to stick with their initial vision vs when is the right time to pivot? Does a great product sell itself? If you build it, will they come? Bootstrapping Klaviyo: Would it Have Worked with More VC Cash Earlier? Why did Andrew decide to bootstrap & not take VC money with Klaviyo? Does Andrew think Klaviyo would have been successful if they raised a seed round? What would they have done differently? Why does Andrew believe companies should take their time to find product-market fit? What are the most common mistakes founders make? What is Andrew’s advice to founders on fundraising? When did Andrew decide to raise a seed round when he did? How to IPO in an IPO Winter: Advice & Lessons Why did Andrew decide to take Klaviyo public in a bad public market? How was the IPO roadshow process? What were Andrew’s lessons from it? How has Andrew’s role as CEO changed after taking Klaviyo public? Does Andrew think Klaviyo is undervalued today? What is Andrew’s advice to founders on secondaries? Behind the Shopify Partnership How did Klaviyo’s partnership with Shopify happen? What were Andrew’s lessons working with Tobi Lütke & Harley Finklestein? How does Andrew define a win-win partnership? What does Andrew mean by “Partnerships are like a tug of war?” What does Andrew think are the most common reasons partnerships go sideways?
6/26/2024 • 51 minutes, 26 seconds
20VC: Why Foundation Model Performance is Not Diminishing But Models Are Commoditising, Why Nvidia Will Enter the Model Space and Models Will Enter the Chip Space & The Right Business Model for AI Software with David Luan, Co-Founder @ Adept
David Luan is the CEO and Co-Founder at Adept, a company building AI agents for knowledge workers. To date, David has raised over $400M for the company from Greylock, Andrej Karpathy, Scott Belsky, Nvidia, ServiceNow and WorkDay. Previously, he was VP of Engineering at OpenAI, overseeing research on language, supercomputing, RL, safety, and policy and where his teams shipped GPT, CLIP, and DALL-E. He led Google's giant model efforts as a co-lead of Google Brain. In Today's Episode with David Luan We Discuss: 1. The Biggest Lessons from OpenAI and Google Brain: What did OpenAI realise that no one else did that allowed them to steal the show with ChatGPT? Why did it take 6 years post the introduction of transformers for ChatGPT to be released? What are 1-2 of David's biggest lessons from his time leading teams at OpenAI and Google Brain? 2. Foundation Models: The Hard Truths: Why does David strongly disagree that the performance of foundation models is at a stage of diminishing returns? Why does David believe there will only be 5-7 foundation model providers? What will separate those who win vs those who do not? Does David believe we are seeing the commoditization of foundation models? How and when will we solve core problems of both reasoning and memory for foundation models? 3. Bunding vs Unbundling: Why Chips Are Coming for Models: Why does David believe that Jensen and Nvidia have to move into the model layer to sustain their competitive advantage? Why does David believe that the largest model providers have to make their own chips to make their business model sustainable? What does David believe is the future of the chip and infrastructure layer? 4. The Application Layer: Why Everyone Will Have an Agent: What is the difference between traditional RPA vs agents? Why is agents a 1,000x larger business than RPA? In a world where everyone has an agent, what does the future of work look like? Why does David disagree with the notion of "selling the work" and not the tool? What is the business model for the next generation of application layer AI companies?
6/24/2024 • 56 minutes, 6 seconds
20Growth: How Revolut Acquired Their First 10M Users: Tips, Tactics and Strategies From the Revolut Product & Growth Playbook with Val Scholz, Former Head of Growth @ Revolut
Val Scholz is the former Head of Growth @ Revolut, where he led the company to their first 10M users. Post Revolut, Val played a crucial role in scaling several high-growth companies including VEED, Simple & Busuu (exited for $400M). Today, Val is the Head of Growth at Kittl, an intuitive design platform empowering graphic designers. In Today’s Episode with Val Scholz We Discuss: Lessons from Scaling Revolut to 10M Users What were Val’s biggest takeaways during his time at Revolut? What does Val consider the secret sauce behind Revolut’s success? What did Val think Revolut understood about customers that no other bank did? The Secrets to Revolut’s Growth Playbook What was Val’s best growth decision? What was his worst? Why does Val think most companies don’t do referrals well? What made Revolut’s signup strategy so successful? What are Val’s two ways to master content marketing? Does Val think it’s good to diversify growth channels? When should founders diversify? What are Val’s strategies to make Youtube influencers successful? Product Marketing 101: Why does Val think traditional marketing methods are outdated? If traditional marketing methods are outdated, what should startups do instead? What does Val think is the most dangerous myth around product-led growth? What does Val believe are the most common mistakes founders make on optimizing products? Growth Hires: Who, What, When & How When does Val think is the best time to hire a head of growth? What is the profile Val looks for in a growth hire? What traits does he look for? What are the most common reasons founders fail at hiring? What does Val think are the biggest red flags to look out for in a CV? How does Val define good culture? Did Revolut have a good culture?
6/21/2024 • 53 minutes, 33 seconds
20VC: Foundation Models are the Fastest Depreciating Asset in History, Lina Kahn is a Threat to American Capitalism, PE is Not Coming to Save the M&A Market & How China Could Overtake the US in the AI Race with Michael Eisenberg
Michael Eisenberg is a Co-Founder and General Partner @ Aleph, one of Israel's leading venture firms with a portfolio including the likes of Wix, Lemonade, Empathy, Honeybook and more. Before leading Aleph, Michael was a General Partner @ Benchmark. In Today's Show with Michael Eisenberg We Discuss: 1. The State of AI Investing: Why does Michael believe that "foundation models are the fastest depreciating asset in history"? Are we in an AI bubble today? As an investor, what is the right way to approach this market? Who will be the biggest losers in this AI investing phase? Where will the biggest value accrual be? What lessons does Michael have from the dot com for this? 2. Where Is the Liquidity Coming From? Why does Michael believe that it is BS that private equity will come in and buy a load of software companies and be the primary exit destination? Why does Michael believe that IPO windows are always open? Should founders go out now? What is good enough revenue numbers to go out into the public markets? Why does Michael believe that Lina Kahn is a threat to capitalism? How does Michael predict the next 12-24 months for the M&A market? 3. AI as a Weapon: Who Wins: China or the US: Does Michael agree with the notion that China is 2 years behind the US in AI development? Does Michael agree that AI could be a more dangerous weapon in wars than nuclear weapons? Why does Michael suggest that for all founders in Europe, they should leave? US, China, Israel, Europe, how do they rank for innovating around data regulation for AI? 4. Venture 101: Reserves, Selling Positions and Fund Dying: Why does Michael only want to do reserves into his middle-performing companies? What framework does Michael use to determine whether he should sell a position? Which funds will be the first to die in this next wave of venture? Why does Michael not do sourcing anymore? Where is he weakest in venture? Why does Michael believe that no board meeting needs to be over 45 mins?
6/19/2024 • 56 minutes, 29 seconds
20VC: Index's Danny Rimer on Investing Lessons from Hits like Figma, Discord and Etsy to Missing Snapchat, Airbnb, Facebook & Spotify | Why Valuation is a Trap and Market Sizing, Signalling and Sector/Geo-Specific Funds are all Noise
Danny Rimer is a Partner @ Index Ventures and one of the most prominent VCs of the last two decades. Danny has led Index to be one of the top global firms on both sides of the Atlantic. Among Danny's incredible portfolio, he has led or been involved with Figma, Discord, Dream Games, Etsy, Glossier and Patreon. In Today's Discussion with Danny Rimer We Cover: 1. The Biggest Lessons from Missing Snap, Airbnb, Spotify and Facebook: How did Danny miss investing in Brian Chesky and Airbnb when Brian says "Index is the best investor that Airbnb never had"? What was Danny's biggest takeaway from turning down Daniel Ek and Spotify multiple times? Why did Danny turn down the chance to invest in Facebook at $10BN? What did he learn from this? Why did Index not lead Snapchat's Series B? How did that decision change Danny's mindset towards the concentration of positions in a fund? 2. The Biggest BS Rules in Venture: Market Sizing, Valuations and Signalling Why does Danny believe that "valuation is a mental trap"? Why does Danny believe that TAM is "noise" and should not be used to assess an investment? Why does Danny believe that stage, sector and geo-specific funds are BS? Why does Danny believe there are no IPO windows? Are IPO markets always open to the best? Why does Danny believe that signalling is BS and does not exist today? 3. Lessons from the Biggest Wins and Losses: What are Danny's biggest lessons from Index's $BN win in King (Candy Crush)? How did the Discord deal come to be? What are Danny's biggest takeaways from it? What are Danny's biggest reflections from losing 10s of millions on Nasty Gal? What is Danny's biggest advice to a new investor today? 4. Lessons from Two Decades Building Index into a Premier Firm: What specifically has Index done to enable them to do what no one else has done and win on both sides of the Atlantic? How did the Benchmark partnership shape much of how Danny has constructed Index today? Who does Danny view as Index's biggest competition? How has it changed with time? Why is Danny more bullish than ever on the UK despite Brexit?
6/17/2024 • 1 hour, 13 minutes, 52 seconds
20Product: Loom CPO Janie Lee on Three Core Skills that Make the Best PMs, How to Find, Pick and Train the Best PM Talent and Lessons from OpenDoor and Rippling on Product Breadth, Pricing and Talent Density
Janie Lee is the Head of Product and the owner of the Self-Serve business at Loom. Janie previously worked at Rippling, leading the Identity Management and Hardware teams. Prior to that, she worked at Opendoor launching markets and developing pricing algorithms. During this time, Opendoor scaled from 2 to 20+ markets, $5B+ revenue, and 1500+ employees. In Today's Episode with Janie Lee We Discuss: 1. Inside the Product Building Machine of Rippling and Opendoor: What are Janie's single biggest product lessons from Rippling? How do they build so much product so fast? Can you have breadth and high quality? What are Janie's biggest lessons from Opendoor on talent and pricing? What does Janie know now that she wishes she had known when she started her product career? 2. What Makes a Truly Great PM: What core skills do the best PMs have? What is the difference between good vs great? Writing: What are Janie's biggest pieces of advice to PMs who want to write better? Communicate: How do the best PMs and product leaders communicate with their teams? Question Asking: How do the best PMs ask questions of their team and other orgs? 3. How to Find and Pick the Best PMs: How does Janie structure the interview process when hiring new PMs? What questions should one ask in every interview with a PM? Does Janie do a case study? What is she looking to achieve from it? How do the best do? What are Janie's biggest mistakes in hiring PMs? How did she change from it? 4. Onboarding PMs and Crushing Product Reviews: What do the first 30 days look like for new PMs? What are the biggest signs that a new PM is not going to work out? How does the product review process work at Loom? How does Janie prioritise when there is so much volume and data? How has AI changed the way Loom builds products today?
6/14/2024 • 1 hour, 2 minutes, 38 seconds
20VC: Scale's Alex Wang on Why Data Not Compute is the Bottleneck to Foundation Model Performance, Why AI is the Greatest Military Asset Ever, Is China Really Two Years Behind the US in AI and Why the CCPs Industrial Approach is Better than Anyone Else's
Alex Wang is the Founder and CEO @ Scale.ai, the company that allows you to make the best models with the best data. To date, Alex has raised $1.6BN for the company with a last reported valuation of $14BN earlier this year. Scale tripled their ARR in 2023 and is expected to hit $1.4BN in ARR by the end of 2024. Their investors include Accel, Index, Thrive, Founders Fund, Meta and Nvidia to name a few. In Today's Show with Alex Wang We Discuss: 1. Foundation Models: Diminishing Returns: What are the three core pillars that can meaningfully improve foundation models performance? Why is data the single largest bottleneck to the performance of models today? What data do we need to capture that we do not currently, that will have the biggest impact on model performance moving forward? Will we see the largest companies in the world revert back to on-prem with the increasing security challenges of migrating all customer data to foundation models? 2. AI: A Military Asset in Global Conflict: China + Russia Why does Alex believe that AI has the potential to be an even more powerful military asset than nuclear weapons? If this is the case, should we have open systems? Do we not have to have closed systems? Why does Alex believe that the CCP's approach to industrial policy is better than anyone else's? How does Alex evaluate the rise of Chinese EV car manufacturers in the last few years? Does Alex really believe that China is two years behind the US in the AI race? 3. "I Get Fairer Treatment in Congress than in the Press": Why does Alex believe that the best PR is no PR? Why does Alex believe that he got fairer treatment in congress than he does in the media? Why does Alex believe that all founders should look to own their own distribution channels today? 4. Alex Wang: AMA: What are some of Alex's biggest lessons from Patrick Collison on the impact that a hot company brand has on the ability for that company to hire the best? Does Alex think Trump is going to win? What would be the impact if he were to? Why does Alex believe that enterprise software will be changed forever in the next few years? What question is Alex never asked that he thinks he should be asked?
6/12/2024 • 59 minutes, 54 seconds
20VC: Reid Hoffman on Foundation Models: Who Wins & How Do Incumbents Respond | The Inflection AI Deal: How it Went Down | Why Trump is a Threat to Democracy | The Future of TikTok | Lessons from Sam Altman, Brian Chesky and the OpenAI Board
Reid Hoffman has been one of the most impactful people in technology over the last two decades. He is the Co-Founder of Linkedin (acq by Microsoft for $26BN) and Co-Founder of Inflection.ai. As an investor, Reid has backed the likes of Facebook, Airbnb, Zynga and more. Reid is also a Board Member @ Microsoft and was on the board of OpenAI. In Today's Show with Reid Hoffman We Discuss: 1. Foundation Models: Commoditisation, Business Models, Incumbents: Does Reid believe we are seeing the commoditization of foundation models? Is it too late for new foundation models to be born today? Are they VC backable? How will foundation models eventually make money? What will be the sustainable business model? Does Reid believe that foundation models will be acquired by large cloud providers? Who goes first? 2. Inflection & Microsoft: What Went Down: How did the Microsoft and Inflection deal go down? Did Satya call up one day and make it happen? With the decay rate of models, Microsoft did not do it for the models, so why did they do it? Was Inflection a sustainable business in it's own right? Does this not prove that to win at this game, you have to be an incumbent with incumbent cash? 3. OpenAI: Board, Lessons and Management: What are 1-2 of Reid's biggest lessons from being on the OpenAI board with Sam? Why did Sam ask Reid in front of the whole company if Reid would fire him if he did not perform? Scarlett Johannsen, super alignment team quitting, NDAs tied to equity, this is a lot in a short amount of time, how does Reid analyse this? 4. Trump is the Biggest Threat to Democracy: What Lies Ahead? Why does Reid believe that Trump is a threat to democracy and evil? What were Reid's biggest takeaways from a two hour lunch with Joe Biden? How does a Trump administration change the world of AI, technology and startups? 5. The Future of TikTok: Is TikTok a threat to US democracy? Should it be banned? What will be the outcome of the current judicial process? Will they sell to a US entity? How could Trump impact the future of TikTok in the US? 6. Reid Hoffman: AMA: What are Peter Thiel's biggest strengths and weaknesses? I believe Mark Zuckerberg is one of the most unappreciated public market CEOs, what are the core components that Reid believes makes Mark so special? How did Reid miss out on investing in SpaceX's first round? What did he not see that he should have seen? What do we think is crazy today but will be a no brainer and very normal in 10 years?
6/10/2024 • 1 hour, 15 minutes, 56 seconds
20Sales: How Rippling Built Their Sales Machine: How to Hire, Train and Manage the Best SDRs, What is the Right Comp Package for Sales Teams & The Playbook to Start and Scale Your SDR Team
Ashley Kelly is the VP of Global Sales Development at Rippling, the all-in-one platform for HR, IT, and finance. Before Rippling, Ashley played a crucial role in scaling Brex’s outbound sales from $2M to over $300M in ARR, and has hired over 800 SDRs during her time in some of the best tech companies in Silicon Valley, including Lever and Zenefits. In Today’s Episode with Ashley Kelly We Discuss: From NASCAR to Silicon Valley SDR How did Ashley make her way into the world of sales? Why does Ashley think the best AEs and leaders start off as SDRs? What is Ashley’s advice to new SDRs starting their jobs today? Age of AI: Is SDR Outbound Dead? Does Ashley agree that outbound is dead today? Is SDR dead? How will AI change SDR? Why is Ashley hesitant to adopt AI? Why does Ashley think founders should always build the first sales playbook? What did Ashley mean by SDR is the 3rd pillar between sales and marketing? What does Ashley think most companies get wrong about outbound? SDR Hiring: Who, What, When & How When does Ashley think founders should hire their first SDR? How does Ashley structure the hiring process? What questions does she ask? What profile does Ashley look for when hiring for an SDR? How does Ashley structure the finance package? How is it different for each team? Why did Ashley avoid hiring SDRs with SDR experience? Why has she changed her mind? What was Ashley’s biggest hiring mistake? What were her takeaways? Onboarding New SDR Hires How does Ashley onboard new SDR hires? What is her onboarding timeline? How does Ashley set targets for new hires? When should they be fully productive? When does Ashley know if a new hire isn’t working? What are common traits among Ashley’s most successful hires?
6/7/2024 • 53 minutes, 43 seconds
20VC: Perplexity's Aravind Srinivas on Will Foundation Models Commoditise, Diminishing Returns in Model Performance, OpenAI vs Anthropic: Who Wins & Why the Next Breakthrough in Model Performance will be in Reasoning
Aravind Srinivas is the Co-Founder & CEO of Perplexity, the conversational "answer engine" that provides precise, user-focused answers to queries. Aravind co-founded the company in 2022 after working as a research scientist at OpenAI, Google, and DeepMind. To date, Perplexity has raised over $100 million from investors including Jeff Bezos, Nat Friedman, Elad Gil, and Susan Wojciki. In Today’s Episode with Aravind Srinivas We Discuss: Biggest Lessons from DeepMind & OpenAI What was the best career advice Sam Altman @ OpenAI gave Aravind? What were Aravind’s biggest takeaways at DeepMind? How did DeepMind shape how Aravind built Perplexity? What did Aravind mean by “competition is for losers?” What did he learn about talent assembly at DeepMind? The Next AI Breakthrough: Reasoning Does Aravind think we are experiencing diminishing returns on compute & model performance? Does Aravind agree reasoning will be the next big breakthrough for models? What are the reasons Aravind thinks models suck at reasoning today? What is the timeline for reasoning improvement according to Aravind? What does Aravind think are the biggest misconceptions about AI today? Will Foundation Models Commoditise? Does Aravind think foundation models will commoditise? What will the end state of foundation models look like? Why does Aravind think the second tier models will get commoditised? Why does Aravind think the subscription model will not work for AI models with true reasoning? Why does Aravind think the application layer companies will benefit from foundation models commoditising? Why does Aravind think foundation models will not verticalize? When does Aravind think is the right time to go enterprise? What is his strategy to differentiate Perplexity from its competitors? AI Arms Race: Who Will Win? Who does Aravind think will be the winners of foundation models? What do AI companies need to do to win the model arms race? How does Aravind think startups can compete against incumbents' infinite cash flow? What are the reasons Aravind thinks Perplexity’s browsing is better than ChatGPT? What is Aravind’s biggest challenge at Perplexity today?
6/5/2024 • 55 minutes, 3 seconds
This Week in SaaS: PluralSight Goes to Zero, Salesforce and Mongo Hit Hard, The Next IPO Candidates and How Do We Solve the Problem of Liquidity in Venture Capital
Jason Lemkin is one of the OG SaaS investors with all of his first five investments turning into unicorns with Pipedrive, Algolia, Talkdesk, Salesloft and RevenueCat all in his portfolio. SaaStr is the largest global community in SaaS and he has taught a generation the fundamentals of SaaS on saastr.com. In Our First Ever Episode of This Week in SaaS 1. PluralSight Goes to Zero: WTF happened to PluralSight? How did it go from $3.5BN to $0? Will this have a wider impact on the willingness of PE to buy tech companies? Who are the next contenders to go from hero to zero? Zendesk? Anaplan? Will this generation of PE funds be let off by their LPs for a poor vintage? 2. Salesforce's Worst Stock Market Drop Since 2004 + Mongo Takes a 23% Hit: Why did Salesforce lose $50BN of market cap in a single day? Is the same true for MongoDB taking a 23% hit in one day? What does it mean when the new normal is these once hyper-growth companies now growing only 6% per annum? 3. The Settlers into Slow Growth: Why does Jason believe that Dropbox and Box have both settled into a world of slow growth? What happens to Twilio from here in a world post Jeff Lawson? What happens to Retool from this point on? Would Jason be a buyer of Notion at $10BN? 4. Venture Capital is Broken: Why does Jason believe that we need to see a relation of public multiples for the math in venture capital to work again? Why does Jason believe that the way we mark portfolios with TVPI leads to corrupt and bad behaviour? How does Jason think we will solve the problem of liquidity with IPOs being shut, M&A being out of the window and now PE being a doubt as the source of buyers?
6/3/2024 • 1 hour, 9 minutes, 11 seconds
20Growth: The Six Channels Startups Need to Dominate to Grow, Why the Best Growth Talent Never Comes from Marketing or Product, Who and How to Hire Growth Leaders and Teams and Why in a World of AI, Growth is More Science than Art with Matt Lerner
Matt Lerner is one of the OGs of growth having spent 11 years leading growth teams at PayPal. Post PayPal, Matt led the growth marketing program at 500 Startups. He is also the bestselling author of Growth Levers and How to Find Them. Today, Matt is the Co-Founder and CEO of SYSTM, an accelerator program helping startups find their growth drivers. In Today’s Episode with Matt Lerner We Discuss: From Philosophy Student to PayPal Growth Leader: How did Matt make his way into the world of growth? What were Matt’s biggest lessons from 11 years at PayPal? What did Matt know now that he wished he’d known when he entered the world of growth? How to Master Growth in a World of AI: What is growth to Matt? What is it not? Why does Matt think growth is more science than art? Does Matt Agee with Adam Gross @ Vimeo that paid acquisition below $100M ARR isn’t PLG? How does Matt think AI will change the world of growth today? What does Matt think are the most common growth mistakes founders make? Optimizing Growth Channels: Dos & Don’ts Why does Matt believe there are only six types of growth channels? What is the “locksmith moment" & how do startups find channels that work for them? How does Matt pick a Northstar metric? What are the most common mistakes founders make when picking North Star metrics? When is the right time to change them? How does Matt approach horizontal product messaging? What works? What doesn’t work? How to Hire & Manage Growth Teams What does Matt look for in the first head of growth hire? What questions does Matt ask when interviewing? What were Matt’s biggest hiring mistakes? What did he learn? Why does Matt think the best growth hires have no marketing experience? What are Matt’s two steps to master onboarding? What are the 3 most common patterns in leaders according to Matt?
5/31/2024 • 55 minutes, 55 seconds
20VC: Former Meta CTO, Schrep on Why Climate is a $10TRN Problem, Operating Lessons Scaling Products to Billions at Meta and Why the Best Leaders are Like Music Conductors
Mike Schroepfer (Schrep) is the Founder & Partner @ Gigascale Capital, a new kind of climate-focused investment firm. Prior to Gigascale, Mike was the CTO @ Meta where he scaled products to billions of users, shipped millions of units of consumer hardware, constructed tens of millions of sq ft of data centres, built teams of up to 35,000, and made breakthroughs in AI. Before Meta, Mike led engineering at Mozilla and founded a company acquired by Sun Microsystems. In Today's Show with Mike Schroepfer We Discuss: 1. Lessons from Mark Zuckerberg and Meta: What are Schrep's biggest lessons from Zuck on truly effective leaders? Why does Schrep believe the best leaders are like music conductors? What does Schrep mean when he says, "building a company is a game of inches"? Why does Schrep believe "inertia is one of the most underappreciated forces in company building?" 2. The Future of Energy: Why does Schrep believe that the "availability of cheap, clean energy is the biggest rate limiter to human progress?" Does Schrep agree with Sam Altman that energy will be the currency of the next decade? Or does he believe Mustafa Suleyman is right and it will soon be free and abundant? How does Schrep predict the next five years for both fusion and nuclear? Why does Schrep believe the next few years will be "messy but with huge opportunity"? 3. Investing in Climate: It has to be Profitable: Why does Schrep believe that markets and not governments or philanthropy will solve the climate challenges we face? What leads Schrep to suggest that the climate change transition is a $10TRN opportunity for investors? What is the single hardest element of investing in climate change solutions today? Why do climate change solutions need to reshape how they market to consumers? How much capital does it take to build a defensible moat in climate? 4. Schrep: The Man Behind Whatsapp and Instagram: AMA: How does Schrep reflect on his own relationship to money? How has it changed? How does Schrep think about what it takes to be a great father? How did Schrep manage the physical stress and pressure of managing engineering for products that serve billions of people in WhatsApp and Instagram?
5/29/2024 • 1 hour, 10 minutes, 56 seconds
20VC: Why Seed is Systemically Broken | Why Pricing is Worse Than Ever and There is More Funding Than Ever | Benchmarks for Churn, Retention and Growth Rates - Good vs Great | Why Last Vintage for Private Equity Will Suck with Jason Lemkin
Jason Lemkin is one of the OG SaaS investors with all of his first five investments turning into unicorns with Pipedrive, Algolia, Talkdesk, Salesloft and RevenueCat all in his portfolio. SaaStr is the largest global community in SaaS and he has taught a generation the fundamentals of SaaS on saastr.com. In Today's Episode with Jason Lemkin We Discuss: 1. Growth Rates and Churn Rates: Average/Good/Great: What is a growth rate that would excite Jason in a SaaS company? What is average? What levels of churn would worry Jason to see? What would excite him to see? What does Jason never tolerate when it comes to either growth rate or retention? 2. What Founder Combination Always Wins: Why does Jason believe you cannot lose money on a CEO salesperson and a technical CTO founding partnership? Why does Jason always meet the CTO for a second meeting in the diligence process? What questions does he ask? What do the best CTOs do or say? Why does Jason always want to sell his shares when the founders want to sell? Why does Jason believe that a company is never the same when the founders leave? 3. WTF is Happening in the World of VC: Why does Jason believe that pricing is worse than it has ever been in venture? Why does Jason believe that traditional seed VC is systemically broken? Why are companies getting stuffed with more cash than ever before? What does Jason know now about dilution that he wishes he had known when he started? Why does Jason believe that you should always recycle everything? 4. WTF is Happening in PE and Later Stage Markets: What happens to all the overpriced acquisitions like Zendesk and Salesloft where private equity way overpaid for them, they have no growth and no product innovation? What happens to the generation of public companies like Box, Dropbox and Twilio, all with low growth and little product innovation in the single-digit market caps? Why does Jason believe that Klaviyo is the most undervalued public company today? What does Jason believe will happen to Anaplan with Pigment eating their lunch?
5/27/2024 • 1 hour, 14 minutes, 18 seconds
20VC: OpenAI's Sam Altman, Mistral's Arthur Mensch and more discuss: Will Foundation Models Be Commoditised | Which Startups Are Threatened vs Enabled by OpenAI | Is the Value in the Infrastructure or Application Layer?
Sam Altman is the CEO @ OpenAI, the company on a mission is to ensure that artificial general intelligence benefits all of humanity. OpenAI is one of the fastest-scaling companies in history with a valuation of $90BN and $2BN+ in revenue. Brad Lightcap is the COO @ OpenAI and the man responsible for the incredible scaling of sales, GTM, partnerships and business to today being over $2BN in revenue. Arthur Mensch is the Co-Founder and CEO of Mistral AI. Since its inception in May 2023, Mistral has raised over $520M in funding from investors like Andreeseen Horowitz, General Catalyst, Lightspeed Venture Partners, and Microsoft with a current valuation of $2 billion. Des Traynor is a Co-Founder of Intercom, and has built and led many teams within the company, including Product, Marketing, and Customer Support. Today Des leads all of Intercom’s R&D efforts, and parts of Intercom’s marketing. Tom Hulme is a Managing Partner of GV (Google Ventures), and leads the European team. Today, GV has over $10BN in AUM and Tom has led investments in Lemonade.com (IPO), Snyk, Secret Escapes, Blockchain.com, GoCardless, and Currency Cloud (exited to Visa). Tomasz Tunguz is the Founder and General Partner @ Theory Ventures, just announced last week, Theory is a $230M fund that invests $1-25m in early-stage companies that leverage technology discontinuities into go-to-market advantages. Sarah Tavel is a General Partner @ Benchmark, one of the most successful and renowned venture firms in the world. At Benchmark, Sarah has led rounds in Chainalysis, Hipcamp, Medely, Rekki, Glide, Cambly and more. In Today's Episode We Discuss: Will foundation models be commoditised? What is the end state for the foundation model landscape in 10 years? How will large cloud provider incumbents approach M&A with smaller foundation model providers? When will we see marginal revenue exceed marginal cost in the foundation model business model? Where is the value: the application layer or the infrastructure layer? How can startups know whether they will be threatened by OpenAI? What are good tests/questions to know if you are in the path of one of the large foundation models? How does the business model of SaaS fundamentally change in a world of AI? Will we see the end of per-seat pricing in a new world of AI? What is the right way to approach pricing in a world of AI? Consumption? Tokens?
5/24/2024 • 21 minutes, 51 seconds
20VC: Box's Aaron Levie on Predictions for the Next Wave of AI: Will Foundation Models Be Commoditised | How the Business Model of SaaS Changes Forever | Startups vs Incumbents: Who Wins | App vs Infrastructure Layer: Where is the Value?
Aaron Levie is one of the OG founders of the last two decades as the Co-Founder and CEO of Box. Today, Box does over $1BN in revenue with a market cap of $3.85BN, and has raised over $560 million from the likes of DFJ, Andreesen Horowitz, and Coatue. In Today’s Episode with Aaron Levie We Discuss: What You Need to Know Entering This AI Wave: Why does Aaron think we are currently in a transformative window in AI? What does Aaron think it takes to be successful in this next wave? Which areas does Aaron think founders should be focusing on today? Where should they not? AI Adoption: Business Model, Implementation, Regulation. How does Aaron think AI will change how we work & run a business? What does Aaron think is the single biggest obstacle to AI adoption in large organizations? Does Aaron agree with Sarah Tavel @ Benchmark AI companies will be selling work not tools? How does Aaron think AI will change the SaaS business model? Why is Aaron not as worried about AI regulation? What are his biggest concerns today? The Next AI Breakthrough: AI Agents Why does Aaron believe the next big breakthrough in AI will be agents? How does Aaron think AI agents will change org structures? How does Aaron think agents will differ from RPA? How will RPA companies benefit from AI? What does Aaron think AI agents will look like in five years? Startups vs Incumbents: Who Wins? What is Aaron’s advice to startups today building against OpenAI? Does Aaron think startups have more advantage in foundational models or the application layer? What advantages do incumbents have? What are their biggest weaknesses? Who does Aaron think are the biggest winners in AI today? Who is underperforming? Why does Aaron think Apple isn’t losing the AI race?
5/22/2024 • 56 minutes, 32 seconds
20VC: Palo Alto Networks CEO Nikesh Arora on How to Create and Sustain Competitive Advantage and Defensibility | What Makes Masa Son a Genius Investor of Our Time | How the Best Leaders Communicate and Delegate
Nikesh Arora is the CEO @ Palo Alto Networks, the leading cybersecurity company in the world with a market cap of $102BN. Before joining Palo Alto Networks, Nikesh was the President and COO of SoftBank Group. Before that, he spent ten years at Google as a senior exec, and President of Europe, the Middle East and Africa. Before that Nikesh was CMO for the T-Mobile International Division of Deutsche Telekom AG. Nikesh serves on the board of Compagnie Financière Richemont S.A. Previously, he served on the boards of SoftBank, Sprint, Colgate-Palmolive Inc., Yahoo! Japan and Tipping Point. In Today's Episode with Nikesh Arora We Discuss: 1. From Investing with Masa @ Softbank to CEO of Largest Cyber Company: What are Nikesh's biggest lessons from working and investing with Masa @ Softbank? What are Nikesh's biggest takeaways from 10 years at Google and working with Eric Schmidt? What does Nikesh know now that he wishes he had known when he started his career? 2. What Makes the Most Valuable Businesses in the World: How does Nikesh think about competition and monopolies? How does Nikesh assess the idea of defensibility, moats and sustaining competitive advantages? What are the most common reasons why incumbents are overtaken? How have Palo Alto Networks been so successful in their M&A strategy? What has worked in M&A? What has not worked? What is their process? 3. What Makes the Best Leaders in the World: Does Nikesh agree that the best CEOs are the best resource allocators? How do the best leaders communicate with large teams at scale? How do the best leaders approach decision-making? What is Nikesh's framework? How does Nikesh approach the idea of delegation? What does he delegate vs what does he not? 4. Behind the CEO: Nikesh Arora: Husband and Father: How does Nikesh reflect on his own relationship to money today? What are Nikesh's biggest lessons in what it takes to bring children up in a world of affluence and ensure they have hunger and ambition? What are some of Nikesh's biggest lessons on parenting? How does Nikesh reflect on what it takes to have a great marriage?
5/20/2024 • 52 minutes, 29 seconds
20Product: How Linktree, Webflow and Airbnb Used Rituals and Product Principals to Guide Product Roadmap, Why All Product Teams Should Have a Scorecard and How to Use it & How to Run the Best "Product Jams" with JZ, CPO @ Linktree
Jiaona “JZ” Zhang is the Chief Product Officer at Linktree, the world’s leading link-in-bio platform empowering 45M+ creators, brands and SMBs. JZ joined Linktree from Webflow, where she served as SVP of Product. Before that, she spent four years at Airbnb where she built and led numerous teams on the host side. JZ’s also held leadership roles at the likes of Wework, Dropbox and teaches at Stanford University and Reforge. In Today’s Episode with Jiaona Zhang We Discuss: Entry into the World of Product How did JZ first fall in love with product? Why does JZ believe the best PMs have experience in the gaming industry? Does JZ think Linktree could be a $100BN business? How could Linktree become a $100BN business? Mastering Product Metrics Why does JZ think product is the most chameleon role? Where does product start & end? Why does JZ think every function should have tension with product? What is a KPI tree? How does JZ branch business & product metrics? When does JZ think startups should set up a metric infrastructure? What are the three levers of product? How does JZ determine which ones to trade off? How to Run Product: Planning, Strategy, & Rituals Why does JZ think planning should not exist? What are strategy and rituals? When should founders do either? What are JZ’s three core rituals? What is the scorecard method? How do they help team transparency? What are product jams? When does it work? When does it not work? Product Career Advice When does JZ think founders hire a product person? What are the most common mistakes early stage founders make when hiring for product? Does JZ think domain expertise is important? What does she look for in product hires? What is JZ’s advice to PMs who want to get promoted today? What is JZ’s advice to young people who want to get into product?
5/17/2024 • 1 hour, 1 minute, 12 seconds
20VC: Fundraising Wisdom that is Total BS; Dilution, Meeting Associates, Taking the Highest Price, Always Be Raising | Why Second Time Founders Are More Investable & Why Not To Hire People Out of College with Dan Siroker, CEO @ Limitless
Dan Siroker is the Co-Founder and CEO @ Limitless, a personalized AI powered by what you’ve seen, said, or heard. For his latest funding round, Dan took an unusual approach resulting in 1,000 preliminary offers with valuations as high as $1BN — and resulted in a $350 million Series A valuation. Prior to founding Limitless, Dan was the Founder of Optimizely, scaling the company to $120M in ARR and raising from some of the best in the business including Peter Fenton @ Benchmark who led the Series A. In Today's Episode with Dan Siroker We Discuss: 1. Serial Entrepreneurs are More Investable: Why would Dan always prefer to invest in serial entrepreneurs than first time founders? How do serial entrepreneurs approach team building and size of team differently? How do serial entrepreneurs approach focus and prioritisation differently? How do serial entrepreneurs approach pivoting differently to first time founders? What is Dan's advice from Elad Gil and YC's Dalton Caldwell on when to pivot? 2. The Secret to Fundraising: How to Speak VC Should founders always be raising? What is the right thing to respond to investors when they reach out to you outside of a round? What question are investors really asking when they ask, how much are you raising? How should founders approach valuation, what should they say when they are asked for it? How can founders create urgency in a funding round? What works? What does not? 3. How to Raise the Best Funding Round: Should founders engage with associates or only worth it with decision-makers? Why should founders always choose the investor who is on the early arc of their career? Why was Dan's first meeting with Peter Fenton the best meeting he has ever had with a VC? Why does Dan believe that taking the highest price is never the right answer? To what extent does having a true Tier 1 VC lead your round, change the game for your company? 4. Dan Siroker: AMA: How did becoming a father change the way that Dan operates? Why is Dan scared we might see technological progress stall for the next 20 years? Why did Dan not do YC the second time around with Limitless? What is the story of how Optimizely nearly bought Amplitude?
5/15/2024 • 1 hour, 16 minutes, 16 seconds
20VC: Behind the Scenes at Y Combinator: The Interview Process | What the Best & Worst Do in the Program | Do the Best All Raise Pre-Demo Day & YC's Fundraising Advice to Startups | Why the Value is in Application Layer AI with Tom Blomfield
Tom Blomfield is a Group Partner at YC. Before YC, Tom founded two unicorns in the UK. He was co-founder of Monzo (most recently valued at $5BN), one of the first challenger banks in the UK. Monzo raised more than £1bn and counts 15% of the UK population as customers. Before Monzo, Tom founded GoCardless (YC S11), an online payments processor, most recently valued at $2.1BN. In Today's Episode with Tom Blomfield We Discuss: 1. From Founding Two Unicorns to YC Partner: Does Tom believe that all great founders show signs of exceptionalism early? What does Tom know now that he wishes he had known when he started his first company? Why did Tom decide now was the right time to switch from founder to investor with YC? 2. The YC Application Process: How it Works: How do the YC partners select which companies are accepted vs rejected? What specifically does Tom look for in the problem the company is looking to solve? In the interview, what are the signals of the highest quality founders? What questions does Tom always want to ask in YC interviews with founders? 3. The YC Batch: How it Works: How do the YC partners work with the 25 companies in their batch? What is the interaction? What are the single biggest mistakes companies make while in YC? What are the biggest pieces of advice YC gives founders on fundraising approaching demo day? How do the best YC founders fundraise and use demo day? How do the most nervous fundraise? How are YC partners measured in terms of their success and effectiveness? 4. AI: Consumer vs Enterprise/ Infrastructure vs Application Layer: Does Tom believe there is money to be made investing in infrastructure layer models today? Why is the commoditization of foundation models the best outcome for society? Why is Tom most excited about the application layer for the next wave of AI? What are the most exciting opportunities in consumer AI that are wide open today? 20VC: Behind the Scenes at Y Combinator: The Interview Process | What the Best & Worst Do in the Program | Do the Best All Raise Pre-Demo Day & YC's Fundraising Advice to Startups | Why the Value is in Application Layer AI with Tom Blomfield
5/13/2024 • 1 hour, 4 minutes, 49 seconds
20Sales: How to Build Vertical Sales Teams, Why No Customer Success is BS and Everyone Needs it, How to Hire, Train and Retain the First Reps and Lessons Scaling to $2.1BN Revenue and 1,300 People with Larry Schurtz, CRO @ Genesys
Larry Shurtz is the Chief Sales Officer at Genesys where he oversees the company’s global go-to-market strategies, including commercial activities, field sales and partner ecosystem operations. Larry has nearly three decades of experience in the software industry, from leading Confluent to delivering more than 60% revenue growth and doubling customer count as Chief Revenue Officer, to scaling a 1,300-person team at Salesforce to $2.1 billion in revenue. In Today’s Episode with Larry Shurtz We Discuss: From Robotics Student to $2.1BN Sales Leader at Salesforce How did Larry lead 1300 people to $2.1 billion revenue at Salesforce? What were his takeaways? What did Larry learn about building vertical sales playbooks at Salesforce? Which framework did Larry learn at Salesforce that he still uses at Genesys? Mastering Sales Leadership What are the biggest mistakes sales leaders make on prioritization today? What are Larry’s “3 Rs” to master prioritization? What does Larry think are the most common reasons fast-scaling teams break in sales? Has Larry ever caused bad culture in a sales team? What did he learn from the experience? Does Larry think sales is more art or science? How does Larry blend the two? Building the Best Sales Team How does Larry structure the hiring process for a new sales hire? How big should your recruitment team be? What are Larry’s most commonly asked questions when interviewing? What were Larry’s biggest hiring mistakes? What did he learn from them? How does Larry structure the comp? How does he get it right? What do most new hires care about today? The Onboarding: The Dos & Don’ts How does Larry structure the onboarding process? Why does Larry onboard new hires with big customers? What is the buddy system? How does Larry tell if a new hire is bad? What are the biggest red flags to look out for? What does Larry mean when he says “You can make all the physical errors, you cannot make mental errors?” Does Larry agree with Max Levchin @ Affirm that “When there’s doubt, there’s no doubt?”
5/10/2024 • 55 minutes, 33 seconds
20VC: GV's Tom Hulme on Why Investing in Foundation Models is like Investing in "Power Stations", The Conventional Wisdom in VC that is BS & Lessons from a 24x Angel Track Record, 255x on Robinhood and Making Billions on Uber
Tom Hulme is a Managing Partner of GV (Google Ventures), and leads the European team. Today, GV has over $10BN in AUM and Tom has led investments in Lemonade.com (IPO), Snyk, Secret Escapes, Blockchain.com, GoCardless, Blue Vision Labs (exited to Lyft), and Currency Cloud (exited to Visa). Prior to joining venture full-time, Tom was one of Europe's most successful angel investors with a 5x DPI track record and 20x+ TVPI. In Today's Episode with Tom Hulme We Discuss: 1. Lessons from a 24x TVPI Angel Track Record: What are Tom's biggest lessons from his biggest winners angel investing? What are Tom's biggest takeaways from the 0's in his angel track record? What is the biggest advice Tom would give to angel investors starting out today? What are the single biggest mistakes Tom sees angel investors make today? 2. The Four Pillars of Venture Capital: What does Tom believe are the four key components of being successful as a VC? Why does Tom describe VC as "being a founder on anti-depressants"? How does Tom categorise the three different types of investors that exist? Sourcing, selecting, servicing: What is Tom best at and what is he worst at? 3. The Conventional Wisdom in Venture That is Not True: Why does Tom believe it is BS that you should never sell your winners? Why does Tom believe he has never had complete conviction in any of the companies he invests in? Why does Tom believe the "everything has to be a fund returner mindset" is BS? Why naivety doesn't lead to great founders? Why employees at rocketships are the best founders? 4. AI: Foundation Models, Generative AI, The Incumbents: Where Does the Value Go: Does Tom believe there is money to be made investing in foundation models? Why does Tom liken investing in foundation models to investing in power stations? Where does Tom believe there is value in the application layer? Why does Tom think that generative AI is largely a sustaining innovation? Why does Tom think Microsoft will win the next wave of AI? Who else is well-positioned? Why does Tom believe there is a correlation between those that fear monger around AGI and those that need funding for their businesses?
5/8/2024 • 1 hour, 17 minutes, 25 seconds
20VC: Benchmark's Sarah Tavel on Are Foundation Models Commoditising | Why Frontier Models Will Be Closed Source | Why the Value is in the Application Layer | The Future of AI is "Selling the Work" Not the Tools
Sarah Tavel is a General Partner @ Benchmark, one of the most successful and renowned venture firms in the world. At Benchmark, Sarah has led rounds in Chainalysis, Hipcamp, Medely, Rekki, Glide, Cambly and more. Prior to Benchmark, Sarah was a Partner at Greylock Partners. Before Greylock, Sarah was the first 30 employees at Pinterest. Sarah joined Pinterest in 2012 after co-leading the Series A investment while at Bessemer Venture Partners. In Today's Episode with Sarah Tavel We Discuss: 1. Becoming a GP at The Most Renowned Firm in Venture: How did the process of Sarah joining Benchmark start? How did it progress? What was it that convinced her to leave Greylock and join Benchmark? What does Sarah believe makes Peter Fenton the world-class investor that he is? What does Sarah know now that she wishes she had known when she started in venture? 2. Foundation Models: Is it All Going to Zero: Will foundation models be commoditised? Will 99% of the funding going to foundation models go to 0? How does Sarah view the future of open vs closed source? Why does Sarah believe that all frontier models of the future will be closed-source? Why does the business model of foundation models remind Sarah of the food delivery business? 3. Application Layer: Where $BN Companies Will Be Built: Why does Sarah believe that sustainable value-creating companies will be in the application layer? How does Sarah determine between a wrapper on top of ChatGPT and true product value? Are enterprises opening real budgets for AI today or are we still in experimental budgets? How does Sarah think about how AI companies differentiate when there are so many in the same space of customer service, sales team support etc etc? Why does Sarah believe that it is rational to pay more for these companies when investing in them? What does Sarah mean when she says the future is "selling the work and not the tools"? 4. Inside Benchmark: How the Best Do Venture: What is the one rule that Benchmark is willing to break when doing a deal? Why do Benchmark aim to be the best recruitment firm in the world? Why do Benchmark not agree with the concept of reserves? In a case where Benchmark have lost, why did they lose? How did they change their approach?
5/6/2024 • 1 hour, 51 seconds
20VC: The Memo: Keith Rabois and Ramp's Eric Glyman on Behind The Scenes at The Best Run Private Company on the Planet; The Tools, Tips, Secrets and Process That Drive Efficiency
Eric Glyman is the Co-Founder and CEO of Ramp, America's fastest growing corporate card and finance automation platform. Under Eric’s leadership, Ramp has raised more than $1 billion in financing, with a valuation of $8.1 billion. Prior to Ramp, Eric co-founded Paribus, a price-tracking app to help consumers save money (acquired by Capital One). Ramp recently raised another $150 million series D round co-led by Founders Fund and Khosla ventures, with a post-money valuation of $7.65 billion. Keith Rabois is a Managing Director @ Khosla Ventures and one of the most respected venture investors of the last decade. Keith has led investments in Stripe, Faire, Ramp, Affirm and many more. Prior to Khosla Ventures, Keith was General Partner at Founders Fund, where he led investments for Ramp, Trade Republic, and Aven. In Today’s Episode with Eric Glyman and Keith Rabois We Discuss: Behind Ramp’s Partnership with Founders Fund & Khosla Ventures How did the first Founders Fund deal come to be? How was the first meeting? What does Keith mean when he says Ramp has the “secret sauce” to be successful? What are 1-2 things Keith thinks Eric is world-class at? What are 1-2 things Eric thinks Keith is world-class at? How did the latest Khosla deal come to happen? Ramp: The Fastest Executing Company on the Planet. How is Eric so good at executing at Ramp? What is his biggest advice to founders on speed of execution? What are Eric’s biggest challenges in the next 12 months at Ramp? Why does Keith believe momentum is crucial for early stage startups? What are some easy ways founders can build momentum? How does Eric think AI will accelerate Ramp and the world of finance? Leadership Lessons From the Best Founders What are Keith’s biggest lessons from Brian Chesky @ Airbnb? What did Keith learn from Jack Dorsey @ Square about leadership? What does Eric think founders today should build? What should they not build? What did Eric learn from Keith on how founders should measure time & progress? Hiring & Team Management How did Ramp build a solid talent team? What did they do differently? Does Keith & Eric believe it is better to hire externally or promote internally? What is the right balance? Does Keith agree founders should hire & get out the way or micromanage? How many direct reports does Keith think is enough?
5/3/2024 • 42 minutes, 43 seconds
20VC: Mark Suster on The Biggest Fundraising Lessons for VCs, Why the Correction in Venture is Still to Come, Why Private Equity Will Replace IPOs and M&A as the Exit Path & The Woke Left and a Trump Administration; What Happens?
Mark Suster is a General Partner @ Upfront Ventures, one of LA's leading early-stage venture firms. Prior to leading Upfront, Mark was a serial entrepreneur having founded two software companies, selling both with the last selling to Salesforce.com. Mark is also a prolific writer and one of his favourite pieces, Lines Not Dots is one for the ages. In Today's Episode With Mark Suster We Discuss: 1. From Serial Entrepreneur to Leading VC: How Mark made his way into the world of venture having sold two prior companies? What does Mark know now that he wishes he had known when he started in venture? What advice does Mark give to all young investors starting their career today? 2. How to Raise a Fund: What are Mark's single biggest lessons from 15 years of fundraising for funds? Should managers look to institutions or friends and family first? Are LPs sheep? Do institutions anchoring funds lead to many others jumping in? What is the right amount to do a first close on? What is the right way to message the first close? What are the single biggest mistakes Mark sees managers make when raising? 3. Exit Environments are F******: What Now: Why are IPOs not the liquidity events that everyone thinks they are? When does Mark believe IPO windows will open again? How does Mark evaluate the M&A landscape today? With little M&A and IPO activity, why does Mark believe private equity will step into their shoes? With the change to private equity being the buyer, what does that mean for the sale price of the assets? What does that mean for the future of venture returns? 4. Trump, The Woke Left and The World Around Us: Is Mark concerned about the potential of Trump winning the election? Would Mark rather a Biden administration as the alternative? Why is Mark so worried by the woke left? Does Mark always believe there has been this deep-seated anti-semitism in the US education system? What can be done to remove this from our education system?
5/1/2024 • 58 minutes, 34 seconds
20VC: Mistral's Arthur Mensch: Are Foundation Models Commoditising | How Do We Solve the Problem of Compute | Is There Value in the Application Layer | Open vs Closed: Who Wins and Mistral's Position
Arthur Mensch is the Co-Founder and CEO of Mistral AI. Since its inception in May 2023, Mistral has raised over $520M in funding from investors like Andreeseen Horowitz, General Catalyst, Lightspeed Venture Partners, and Microsoft with a current valuation of $2 billion. Before founding Mistral, Arthur was a research scientist at DeepMind, one of the leading AI institutions in the world. In Today’s Episode with Arthur Mensch We Discuss: From Models to Team Building: Arthur’s Greatest Lessons at DeepMind What were Arthur’s biggest lessons from his time at DeepMind? How did DeepMind shape how Arthur built Mistral? Why does Arthur believe smaller teams are better for AI? Why did Arthur decide to leave DeepMind and start Mistral? Scaling Mistral to $2 Billion Valuation Within a Year What made Mistral 7B so successful? What did Arthur learn from the model release? What are the biggest barriers at Mistral today? How does Arthur balance the sales and research teams at Mistral? What does Arthur know now that he wishes he had known when he started Mistral? How to Win in AI: Open Source, Cost, & Adoption Why did Arthur open-source some models? Why did he close some? How quickly will the cost of compute go down? Why does Arthur believe marginal costs will not go to zero? How will open-sourcing LLMs affect the marginal cost? Does Arthur think open source is ready for enterprise adoption? What questions should enterprises be asking about AI adoption today? What are the biggest challenges to AI adoption today? The Future of LLMs What does Arthur think are the largest bottlenecks of model quality today? Does Arthur think future models will be more generalized or vertical-focused? What does Arthur think about the future of commoditization in models? Why is Arthur optimistic about the profitability of the application layer of AI? How should models differentiate themselves today?
4/29/2024 • 49 minutes, 49 seconds
20Growth: Inside Dropbox, Salesforce & Heroku's Product-Led Growth Engine; What Works & What Doesn't | Why Startups Doing Paid Under $100M ARR are not PLG | Why PLG is a Business Model, Not a Go-To-Market Motion with Adam Gross, Former CEO @ Vimeo
Adam Gross is one of the masters of product-led growth (PLG). Most recently, Adam was Vimeo's interim CEO. Before Vimeo, Adam was CEO of Heroku, which he joined after selling his startup, Cloudconnect in 2013. Additionally, Adam has held executive leadership roles at Salesforce and Dropbox, and has been an active angel investor & advisor to companies, including Buildkite, Cribl, and Tailscale. In Today’s Episode with Adam Gross We Discuss: PLG Tactics from Dropbox, Heroku and Salesforce: What were Adam’s biggest takeaways from his time at Salesforce? How did it shape his growth mindset? What did Adam learn about customer acquisition at Dropbox? What would Adam most like to change about growth today? Product-Led Growth: The Fundamentals: What is growth? What is it not? What do founders get wrong about growth? Why does Adam think PLG is not for everybody? What do most great PLG businesses have in common? How are value propositions segmented in PLG? How can startups transition from individual to enterprise clients? Why does Adam think startups doing paid acquisition sub $100M aren’t actually PLG? The Secrets to Optimizing Growth Channels: What are the most common reasons fast-growing companies plateau? How does Adam advise founders on diversifying channels? What are the biggest mistakes founders make when scaling into enterprise? How should startups do effective product marketing in horizontal products? What is emotive & strategic marketing? How should startups balance both? How Angel Investing Changes How You View Companies: What are Adam’s top 3 pieces of advice for founders? What does Adam mean when he says you are either hiring a poet or a librarian? What are the biggest mistakes founders make when hiring? What was Adam’s biggest investment miss? What did he learn from it?
4/26/2024 • 41 minutes, 53 seconds
20VC: Is Speed the Most Important Thing from 0-1 | Why Hiring Inexperienced People is Better | The Biggest Lessons Scaling Zip to $1.5BN Valuation with Rujul Zaparde, Co-Founder and CEO @ Zip
Rujul Zaparde is the Co-Founder and CEO of Zip, the world’s leading Intake-to-Pay solution, adopted by leading enterprises and startups including Snowflake, Canva, Airtable, Webflow, and others. In 2023, Zip raised $100 million in a Series C round, valuing the company at $1.5 billion. Before founding Zip, Rujul was a Visiting Partner at Y Combinator and a product manager at Airbnb. In Today’s Episode with Rujul Zaparde We Discuss: From Airbnb PM to $1.5BN Founder How did Rujul’s first company fail? What were his lessons? What did Rujul learn from his time at Airbnb? How did Rujul come to co-found Zip? What was the aha moment? What did Rujul wish he’d known when he started Zip? Standing Out in a Hyper-Competitive Market Why did Rujul pick such a competitive market? How did they stand out? Does Rujul think founders should focus on pain points or platform solutions on day one? What is Rujul’s advice to founders who are in the discovery process? Does Rujul agree with Trae Stephens @ Founders Fund that serial entrepreneurs doing B2B enterprise SaaS are wasting their talent? The Biggest Lessons Scaling Zip to $1.5BN Valuation Which key moment caused Zip to accelerate? Why does Rujul think speed is the most important element in startups? Why does Rujul not believe in design partners? Why does Rujul believe repeatability is the most important thing when pitching? Does Rujul think AI will destroy outbound sales? How to Hire & Manage Teams What was Rujul’s “rude awakening” building a sales team? What was Rujul’s biggest hiring mistake? What did he learn from it? How does Rujul decide where to focus his attention and resources? Why does Rujul believe younger managers are more creative?
4/24/2024 • 56 minutes, 11 seconds
20VC: UiPath: The 10 Year Bootstrapping Journey that Turned into a $10BN Public Company | From a Dollar a Day to Romania's Richest Man | Happiness, Wealth, Risk and more with Daniel Dines, Co-Founder @ UiPath
Daniel Dines is the Co-Founder @ UiPath, one of the most incredible journeys in startups. For 10 years, UiPath was a bootstrapped company that scaled to just $500K in revenue. Then it all changed, product market fit became obvious and the rest is history. The company went on to raise funding from Sequoia, Accel, Kleiner Perkins and more. Today, the company is worth over $10BN, listed on the NASDAQ and does $1BN+ in revenue. In Today's Episode with Daniel Dines We Discuss: 1. From a Dollar a Day to Romania's Richest Man: How would Daniel's parents and teachers have described the young Daniel? How did Daniel first learn to code? Why was his first programming job on $300 per month the best? How did Daniel learn English by playing bridge with his friends? What was the a-ha moment for Daniel with UiPath? 2. Becoming a Billionaire: The Mental Journey: What does Daniel mean when he says everyone is a prisoner of their own mind? How does Daniel reflect on his own relationship to money? How did having absolutely nothing impact Daniel's relationship to risk? Why does Daniel think that he does not really experience or feel happiness? 3. 10 Years to $500K ARR: The Miracle Bootstrapping Journey: After 10 years, UiPath had just $500K in ARR, what was the one single moment that changed everything in 2014? How did raising the seed round change everything for Daniel? How did it change his approach to operating? What was the impact of having Sequoia invest? Does it change the game? Why did Daniel say no to them the first time they tried for the Series B? 4. Journey to a $10BN Public Company: The Crucible Moments: How did the company almost go bust when it spent $400M against a plan of $150M in 2021? What is the single proudest moment Daniel has of the 19 year journey with UiPath? What have been Daniel's biggest management lessons in scaling UiPath to $1BN in ARR? Knowing all that Daniel does today, what would he have done differently about the UiPath journey?
4/22/2024 • 1 hour, 25 minutes, 10 seconds
20VC: Three Core Lessons Scaling Freshworks to a $5.2BN Market Cap | Biggest Product and Pricing Lessons from Scaling to $597M in ARR | How India Can Compete Globally in Tech and AI with Girish Mathrubootham, Co-Founder @ Freshworks
Girish Mathrubootham is the founder and CEO of Freshworks, India’s first SaaS company to list on NASDAQ. Today, Freshworks has over $596M in ARR with a $5.27BN market cap, with investors like Accel Partners, Sequoia Capital, Tiger Global Management, and CapitalG. Girish is also a founding member of SaaSBOOMi, Asia’s largest community of founders and product builders, and has invested in over 60 startups. On top of that, Girish is also the Founder of Together Fund, a $150M fund focusing on Indian B2B companies going global from day 1. In Today’s Episode with Girish Mathrubootham We Discuss: From Online Forum to the Founding of a $5BN Company: How did a horrible customer service experience prompt Girish to start Freshworks? What was the aha moment? What were Girish’s biggest challenges founding Freshwork in 2010? How was building the first product? What worked? What didn’t work? Biggest Lessons on Product, Pricing and People Scaling to $5.2BN: Why does Girish believe Indian companies have to win globally before winning India? What were Girish’s biggest mistakes scaling Freshworks? What were his lessons? Why does Girish believe starting high and going down never works in software? When does Girish think is the best time to build the second product? How did Freshworks lose against Slack? What did he learn from the experience? The Biggest Lessons to Becoming the Best Leader: How has Girish’s leadership style changed over time? What were Girish’s biggest hiring mistakes? What was Girish’s biggest challenge in building culture during COVID? What is one piece of advice Girish believes every CEO should follow? How India Will Become a Global Player in Tech, AI and Football: Why does Girish believe now is the time for India tech? What are the most common misconceptions of India tech? What traits does Girish look for in founders he invests in? What was Girish’s biggest investment mistake? What did he learn from it?
4/19/2024 • 49 minutes, 32 seconds
20Product: Sequoia's Product-Market Fit Framework | Why the Best Product People Actually Build Less Product | Metrics 101, Good vs Great Product Strategy and more with Vickie Peng, Product Partner @ Sequoia Capital
Vickie Peng is a Product Partner at Sequoia and the co-creator of Arc, their company-building immersion programme for pre-seed and seed stage founders. Prior to Sequoia, Vickie was a product manager at Polyvore (acquired by Yahoo for $200M) and Instagram, where she grew SMB advertising from $200M to $1BN. In Today’s Episode with Vickie Peng We Discuss: Lessons from 15 Years in Product How did Vickie make her way into the world of product? How did Vickie turn a small side business into a massive revenue machine at TrialPay? How did Vickie scale Instagram SMB ads to $1BN? What were her takeaways? What was Vickie’s business model at Polyvore that eventually led to the $200M acquisition by Yahoo? Lessons from Scaling 100+ Companies in Sequoia What does Vickie believe are the biggest mistakes early stage founders make when telling stories? Which 2 components does Vickie believe every great product mission should include? How should pre-product-market fit founders set their north star metric? Perfecting Product Strategy What was Vickie’s biggest product mistake? What were her lessons? Why does Vickie think the best product people build less product? What is Vickie’s advice to product leaders starting their first day on the job? What are the most common mistakes founders make when hiring product teams? Product-Market Fit Masterclass Why does Vickie believe product-market fit is a journey not a destination? What are the biggest reasons founders fail to get product-market fit? What are the 3 types of product-market fit? How does Vickie advise founders to differentiate themselves in competitive markets? What is Vickie’s framework for competing against incumbents?
4/17/2024 • 49 minutes, 48 seconds
20VC: OpenAI's Sam Altman and Brad Lightcap on The Future of Foundation Models: Will They Be Commoditised | How to Solve the Problem of Compute | Open vs Closed: Which Dominates and Why | Which Companies and Verticals Will Be Steamrolled by OpenAI
Sam Altman is the CEO @ OpenAI, the company on a mission is to ensure that artificial general intelligence benefits all of humanity. OpenAI is one of the fastest-scaling companies in history with a valuation of $90BN and $2BN+ in revenue. Prior to OpenAI, Sam was the President and CEO @ Y Combinator and made angel investments in the likes of Airbnb, Stripe, Reddit, Pinterest, Asana and more. Brad Lightcap is the COO @ OpenAI and the man responsible for the incredible scaling of sales, GTM, partnerships and business to today being over $2BN in revenue. Before OpenAI, Brad was an investor at Y Combinator, where he met Sam and before that led finance and operations initiatives at Dropbox. In Today's Episode with Sam Altman and Brad Lightcap We Discuss: 1. The Partnership: The Most Powerful Double Act in Tech: How did 25 people rejecting OpenAI's CFO positions 6 years ago, lead to Brad joining OpenAI before Sam even did? What did he see that the world did not? What does Brad think is Sam's biggest superpower that the world does not know? What does Sam think it Brad's biggest superpower that the world does not now? How do decisions get made between Brad and Sam? How do they decide what to delegate vs what not to? What is the most recent disagreement they had? How did they resolve it? 2. The Next 12 Months for OpenAI: Bottlenecks, Compute and Commoditisation: What are the core bottlenecks facing OpenAI in the next 12 months? How does Sam believe we solve the fundamental problem of compute? What is the single biggest barrier to the quality of models improving? What is the end state for the model landscape? Will models become commoditised? 3. OpenAI: The Fastest Scaling Company in History: What has been the secret to how OpenAI has scaled to $2BN in revenue in 24 months? Why does Sam believe that he is "not a great operator"? What drives this thinking? What have been the first things to break in the scaling of OpenAI? What do Brad and Sam know now about the scaling that they wish they had known at the start? Why does OpenAI lean towards hiring more experienced people in the team? 4. How to Invest and Operate in a World of OpenAI: What single question can founders ask that will reveal if they will be steamrolled by OpenAI? Does Sam believe huge numbers of companies will be steamrolled by OpenAI? For investors, is there money to be made investing in the application layer of AI today? What question should all businesses be asking about how to adopt and use AI in their business? 5. Sam Altman: AMA: What have been the single biggest lessons Sam has learned from the founders he has invested in? Which founders has he learned the most from? What did he learn from each? What is Sam most concerned about in the world today? Why what? What unexpected traits or characteristics does Sam most look for in the founders he invests in? Why does Sam say that he is not happy but he is grateful?
4/15/2024 • 49 minutes, 39 seconds
20Sales: The Biggest Sales Lessons Scaling Brex to $400M ARR, Why Startups are Doing Outbound Wrong and How to Fix It & Why Demand Gen is the Bottleneck for all Startups and How to Solve it with Sam Blond, Former CRO @ Brex
Sam Blond is the former CRO at Brex, where he led the company from near $0-$400M in ARR and a $12.5B valuation. Before Brex, Sam was VP of Sales at Zenefits, where he led the company from $0-$70M ARR in 2 years and a $4.5B valuation. Sam joined Founders Fund as a Partner in 2022 and recently left to focus more on operating. In Today's Episode with Sam Blond We Discuss: 1. Lessons From Scaling Brex to $400M ARR & Zenefits to $70M ARR: What are the secrets that very few people know, that led to the success of Brex and Zenefits? What was the single worst sales investment Brex made? What was the best? What are Sam's biggest tips to people picking the rocketship they will join? 2. Who, What and When to Hire: When is the right time to hire your first sales rep? Should the founder be the one to create the sales playbook? What is the right profile for the first sales hire? Does it matter if the new hire has domain experience? Why does Sam always advocate to hire through network and not recruiters? 3. How to Hire the Best Sales Reps: What are the questions Sam always asks in interviews with sales hires? Does Sam do case studies with candidates? What is he looking for? What are the biggest green and red flags a candidate can show in an interview process? What are the biggest mistakes founders make when hiring sales teams? 4. How to Have the Best Performing Sales Team: What are the three ways to measure the success of a rep in the first 30-60 days? Why does Sam believe most startups are doing outbound wrong? What should they change? Why does Sam believe demand gen is the bottleneck for all companies? What can be done to solve the demand gen challenge? How does outbound change in a world of AI?
4/12/2024 • 1 hour, 14 minutes, 25 seconds
20VC: Are the Best CEOs the Best Fundraisers, Are the Best Founders Insiders or Outsiders to a Problem, Why Ownership Should Not Be a Focus in VC & The Biggest Lessons Scaling MongoDB to $26BN Market Cap with Kevin Ryan, Founder @ AlleyCorp
Kevin Ryan is one of the leading serial entrepreneurs and investors in New York. Previously he co-founded MongoDB, Business Insider, Gilt Groupe, Zola, Nomad Health, Pearl Health, and was the CEO of DoubleClick (Acquired by Google for $3.1B). Today, Kevin is the founder and CEO of AlleyCorp, a venture capital firm that incubates and invests in transformative companies in healthcare, diversified tech, robotics, and impact. Just yesterday, Alleycorp announced their $250M fund, their first ever external capital. In Today’s Episode with Kevin Ryan We Discuss: Early Signs of Entrepreneurship How did Kevin’s early life shape his career? How would his parents and teachers describe him? Does Kevin agree that successful entrepreneurs always show signs early? What does Kevin think about luck vs. skill? Why does Kevin think that most things are out of your control as an entrepreneur? Lessons from Founding 10+ Companies Worth $27BN Does Kevin agree the best CEOs are also the best fundraisers? What were Kevin’s biggest lessons from scaling DoubleClick from 20 to 2000 employees? What was Kevin’s a-ha moment behind Business Insider? What was the reason behind its success? Why does Kevin believe the best founders are always in unfamiliar fields? Incubating World’s Best Companies How does Kevin allocate resources between incubations vs. investments? What are the biggest commonalities between successful companies at AlleyCorp? Is Kevin a market-led or people-led investor? What does Kevin think is the most important element in achieving product-market fit? What was Kevin’s biggest miss on selecting founders? What were his takeaways? Current State of Venture Why does Kevin believe venture is more competitive now than ever before? What does Kevin know now that wish he’d known when he started investing? Does Kevin agree rich investors make better investors? Why does Kevin not care about ownership? Does Kevin agree with Doug Leone that venture has transitioned from a high boutique margin industry to a low margin commoditised industry? Does Kevin agree with Peter Fenton that price is a mental trap?
4/10/2024 • 1 hour, 3 minutes, 40 seconds
20VC: Postmates Founder Basti Lehmann on How the Uber Deal Went Down and How a $2.65BN Deal Turned into $5BN, Why Great VCs Add No Value and VC Value Add is BS Marketing & Why The Biggest Companies in History Will be Born Today and Replace Incumbents
Basti Lehmann is the co-founder and former CEO of Postmates, the on-demand delivery service that raised over $900M from the likes of Tiger Global, Founders Fund, Spark Capital and Andreesen Horowitz. Following Uber’s $2.65BN acquisition in 2020, Basti founded TipTop, a platform for fast tech sales which Marc Andreesen led the $20M seed round for. In Today’s Episode with Basti Lehmann We Discuss: From US Immigrant to Billion Dollar Founder How did Basti start his career hacking AT&T? How did early hardships shape Basti’s work ethic? What were Basti’s biggest challenges building Postmates? Lessons from Raising $900M How did Basti raise $20M from Marc Andreesen? How does Basti select which VCs to work with? Why does Basti think 99% of VCs are sheep? Why does Basti think great VCs add no value? Why does Basti think having to educate investors is a massive red flag? Selling Postmates for $2.65BN Why did Basti sell Postmates to Uber? How did the acquisition happen? Was there anything Basti would have done differently? What does Basti think makes Dara Khosrowshahi a great CEO? What is Basti’s biggest advice to founders on acquisitions? Future of AI: Startups or Incumbents? What does Basti think is the biggest challenge of LLMs today? Why does Basti think inference computing will be the future of AI? Why does Basti think incumbents can be replaced? Why does Basti think the biggest companies are being born today?
4/8/2024 • 59 minutes, 26 seconds
20VC: Oscar Health: How to Deal with a 94% Decline in Market Cap, "Why I Stood Aside as CEO" and The Rebound Journey to $5.8BN in Revenue with Mario Schlosser, Co-Founder @ Oscar Health
Mario Schlosser is the Co-Founder and Chief Technology Officer at Oscar Health. The public company that went public with a market cap of $7.1BN. Following a tumultuous time in the markets, their stock price dropped 94%. Today, the company has rebounded and has a market cap of $3.2BN with an astonishing $5.8BN of revenues. Before co-founding Oscar, Mario also co-founded the largest social gaming company in Latin America. In Today's Episode with Mario Schlosser We Discuss: 1. From German Middle-Class to Public Company Founder: How did Mario make his way into the world of tech and come to co-found Oscar with Josh Kushner? Does Mario agree with Jensen Huang that "we should all have lower expectations"? What does Mario know now that he wishes he had known when he started Oscar? 2. Why Did Oscar Tank 94% in the Public Markets: What was the core reason why Oscar tanked 94% in the markets? What would Mario have done differently knowing all he knows now about public markets? Does Mario regret going public? What are the biggest pros and cons? 3. The Mental Challenge of a 94% Market Cap Decline: How did Mario mentally deal with the company being down 94%? What does he say to himself in the truly hard times? How did Mario use his co-founder, a coach and his family, to get through the really bad times? What are Mario's experiences like with anti-depressants? What worked? What did not? 4. Firing Yourself as CEO: Why did Mario decide to step aside as CEO? What was the decision-making process? On reflection, does Mario think he was a good CEO? Where was he good? Where was he bad? What are the biggest management pieces of advice that Mario thinks are BS?
4/5/2024 • 1 hour, 9 minutes, 43 seconds
20VC: Founders Fund's Trae Stephens on Why The Most Competitive Deals are the Worst, Why No Company is Successful Because of their VC, Why We are Making ZIRP Mistakes Again Today, Why Loss Ratio is BS and Upside Maximisation is Everything
Trae Stephens is a Partner at Founders Fund, one of the world's leading funds where he has worked with some of the best and backed the likes of Palmer Luckey with Oculus and Ryan Peterson @ Flexport since the very early days. Trae is also Co-founder and Executive Chairman of Anduril Industries, a defense technology company focused on autonomous systems, and Co-founder of Sol, a next-generation wearable e-reader. Previously, Trae was an early employee at Palantir Technologies, where he was also an integral part of the product team, leading the design and strategy for new product offerings. In Today's Episode with Trae Stephens We Discuss: 1. From Hustling into Georgetown to Peter Thiel Ushering You into VC: What is Trae's story of how he got into Georgetown University, despite being rejected the first time? How did Trae make his way into the world of VC? How did Peter Thiel recruit him to Founders Fund? What advice did Brian Singerman give Trae in his first week in VC? Why is it so important? 2. How the Best Venture Firm in the World Invests: Decision-Making Process: Why do Founders Fund not have partner meetings? What is the investment decision-making process? Why does more process lead to mediocre outcomes? Competitive Deals: Why does Trae believe the most competitive deals are always the worst? What do Founders Fund do to specifically avoid the "herd mentality"? Upside Maximisation: Why does no one at Founders Fund care about "downside protection"? How do the team approach scenario planning and upside maximisation? 3. Do VCs Really Add Value: Why does Trae think putting VCs on a board for "value add" is total BS? Are there any cases in which Trae believes the VC can really move the needle for a company? Why does Trae believe venture would be better if it were just operator investors? Why does Trae believe platform approaches to VC value add is BS? 4. The Future of VC: Who and How to Win: How did being an operator at the same time as investing, make Trae a better investor? Why does Trae believe that vertical investing is BS and generalised is better? How does Trae favour; market, product and people? Will Trae back a founder when he hates the idea? What have been Trae's biggest lessons from his biggest hits and biggest misses in 10 years?
4/3/2024 • 1 hour, 12 minutes, 52 seconds
20VC: The Memo: The $23BN Company You Might Not Have Heard Of: Tradeweb, The Story of 27 Years of Compounding Growth Leading to the Market Leader with $1.4BN in Revenue and 50% EBITDA Margins
Billy Hult is Chief Executive Officer of Tradeweb Markets (Nasdaq: TW), as Billy puts it, they are the "electronic interface that connects Citadel and Goldman". They are also one of the most under the radar but incredible businesses of the last 20 years. Through no glitz acquisitions or specific moments, TradeWeb has compounded organic growth for the last 27 years to today, with a market cap of $22BN. In Today's Episode with Billy Hult: 1. From Betting Shop Worker to Public Company CEO: How would Billy's teachers and parents have described the young Billy? Why does Billy think it is so important to have a hard first job when growing up? What does Billy know now that he wishes he had known when he started? 2. What it Takes to be a World-Leading CEO: How does Billy define the role of the CEO? What are the core tenets? What has been the single hardest element of CEOship to learn? Does Billy care about being liked? How does that impact his management style? Why does Billy think it is so important for CEOs to make "big bets"? What have been his biggest? 3. Hiring World-Class Teams in 2024: What have been some of Billy's biggest hiring mistakes? What did he learn from them? How does Billy weigh IQ vs EQ and hustle? Which wins? Why? Does Billy think this generation of millennials is too soft? What are the single biggest lessons Billy has on when to delegate vs when to retain control? 4. Money, Power and Family: How does Billy approach his relationship to money today? How has it changed over time? Fame, power or money, rank them from 1-3. How does Billy rank them? How does Billy describe his own style of parenting? How has it changed over time?
3/29/2024 • 51 minutes, 13 seconds
20VC: a16z's Chris Dixon on Who Will Win the Next Generation of Venture, The Two Ways to Make Great Venture Investments and Find the Best Entrepreneurs & Why AI Will Strengthen the Position of the Incumbents Moving Forward
Chris Dixon is a General Partner at Andreessen Horowitz, one of the leading venture firms of the last decade with investments in Oculus (acquired by Facebook), Coinbase, and many more. Chris also founded and leads a16z crypto, a division of the firm that he has grown from $300 million in 2018 to more than $7 billion of committed capital. Due to his many successes, Chris was named #1 on the Forbes Midas List in 2022. In Today’s Episode with Chris Dixon We Discuss: From Founder to Leading GP in Venture: How did Chris make his way into the world of venture and startups? When did he realize investing was his calling? How did Chris Dixon come to co-found Founder Collective with Dave Frankel and Eric Paley? Lessons from 12 years Investing: What are Chris’ biggest lessons from working with Marc Andreesen and Ben Horowitz? Does Chris agree with Doug Leone, “venture has transitioned from a boutique high margin business to a low margin commoditised industry”? What are the two ways to win in venture? Does Chris agree the best founders don’t need their VCs? What is Chris’ biggest investing miss? How did it impact his mindset? Are Incumbents Too Big To Be Replaced: What is the biggest problem with open-source internet today? Does Chris think incumbents can be replaced? Why does Chris think AI will strengthen incumbents? Does Chris think OpenAI should be open-sourced? Biggest Challenges in Crypto: What is the biggest misconception of crypto today? Does Chris think speculation is bad for crypto? What would Chris most like to change in the world of crypto? How does Chris think Trump will affect crypto?
3/27/2024 • 55 minutes, 12 seconds
20VC: Lessons from 32 Years of Fund Investing | Why Exits Will Be Larger & Funds Sizes Bigger | Top Reasons to Turn Down Potential Fund Investments | Fees, Carry, Deployment Pace; What Do LPs Inspect When Fund Investing with David Clark, CIO @ Vencap
David Clark is the CIO of Vencap, one of the leading fund of funds in the venture landscape. David has been at Vencap for 32 years and has been an LP his entire career. In Today's Episode with David Clark We Discuss: 1. From Unemployed Student in Love to Leading LP: How did a girlfriend lead to David taking his first steps into the world of fund investing? What does David know now about fund investing that he wishes he had known when he started? 2. Is Being an LP Harder than Ever Before: Does David agree with Doug Leone, "venture has transitioned from a boutique high margin business to a low margin commoditised industry"? Does David agree with Ryan Akinna @ MIT, "it is harder than ever to be an LP"? Does David think that venture returns will worsen in the coming years? Has the denominator effect for LPs gone? Do LPs have liquidity today? 3. What Makes the Best Performing Funds: What are the single biggest commonalities in managers that did a 3x net DPI fund? Of managers with a 3x net fund, how many had a single company return the fund? How do the best firms do generational transition? How do the best firms take cash off the table and sell part or all of their position? 4. Five Things LPs Hate In Potential VC Investments: What are the two most common reasons David will turn down a manager? How does David feel about the varying fee and carry levels? How does David feel about the compression of deployment times of funds? How does David feel about managers increasing fund size so significantly on every cycle? 5. Fund Sizes, Exits and Concentrating Returns: Why does David believe exit sizes will increase and fund sizes could be even larger? Why does David think that despite the above, the concentration of returns will be even smaller? Is David concerned by the IPO window being largely shut and the increased regulation on M&A?
3/25/2024 • 1 hour, 10 minutes, 47 seconds
20VC: Bryan Johnson on Why Humans Are No Longer Qualified to Manage Our Own Affairs, How Algorithms Will Run our Bodies and How to Process New Ideas and Challenge Conventional Beliefs
Bryan Johnson is the founder of Blueprint, the man is at war with death and is mastering longevity. Bryan is on a mission aimed at enhancing human intelligence and being respected by people in the 25th century. Before starting Blueprint, Bryan also founded Braintree (acquired by PayPal for $800M) and OS Fund – a $100M venture capital fund investing in genomics, synthetic biology, and complex systems. In Today’s Episode with Bryan Johnson We Discuss: The Philosophy of Don’t Die What does Bryan think is the biggest existential threat to humankind? Why does Bryan believe humans are unfit to manage their own affairs? Why does Bryan care about being liked by the 25th century? Does Bryan think society is ready to adapt to immortality? How to Process New Ideas What 3 questions does Bryan ask to test new ideas? How does Bryan combat against his own biases? How does Bryan adapt to change? What has been his most painful experience? Why does Bryan think religion is humanity’s most durable technology? The Most Measured Human in the World What did Bryan learn about himself as the most measured human in the world? How does Bryan use algorithms to take care of himself? What has been Bryan’s most expensive test? How did Bryan use data to rejuvenate his sexual function? How will tech & AI play a role in human longevity? Health & Parenting Advice How does Bryan raise his children? How does Bryan get perfect sleep every night? What are his tips? What is Bryan’s advice to people who think it’s too late to start becoming healthy? What health advice does Bryan think is BS?
3/22/2024 • 52 minutes, 6 seconds
20Product: Why Process is Killing Your Product Team and How to Remove it | Three Product Decisions Every Team Needs to Make | Why the Best Companies Build Movements and Lessons from Shopify and Atlassian on How to Do It Right with Jean-Michel Lemieux
Jean-Michel Lemieux is one of the OGs of engineering and product having been the CTO at Shopify and the VP Engineering at Atlassian. Jean-Michel helped grow both Shopify and Atlassian from single-product to multi-product companies and led the building of their platforms. In Today’s Episode with Jean-Michel Lemieux We Discuss: From band class to Shopify CTO How did Jean-Michel make his way into the world of product? What were Jean-Michel’s biggest lessons from his time at Atlassian & Shopify? How are Shopify & Atlassian the same? How are they different? Why does Jean-Michel think Shopify could have been 10x bigger? Building the Perfect Product How does Atlassian & Shopify build movements instead of product? What does Jean-Michel know now that he wishes he had known before he joined Atlassian & Shopify? How does Jean-Michel balance between shipping speed vs. quality? Why does JM think scrums and TDDs are BS? How did his last year at Shopify change his approach in product development? What is a time horizon friction? And how does it impact teams? How to Lead a Product Team: What is micro alignment, and why does Jean-Michel think it is so important? What 3 types of decisions every team makes? What does Jean-Michel think are the most common reasons teams become average? How does he prevent it? What do Jean-Michel think are the most common mistakes CEOs make today? Hiring the Best Product Team: How does Jean-Michel structure the interview process for new product hires? What signals does Jean-Michel look out for when hiring? Why does he believe experience does not matter? What are Jean-Michel’s biggest hiring mistakes? What were his lessons? What are 2 of the most common mistakes founders make when hiring a product team?
3/20/2024 • 1 hour, 4 minutes, 56 seconds
20VC: 19 Company Portfolio: 1 Decacorn, 7 Unicorns, 4 Acquisitions; One of the Best Seed Investors of All Time on How to Pick Generational Defining Founders, Why Nothing but the Founder Matters & Why the Best Investors are Never Happy w/ Gili Raanan
Gili Raanan is the Founder of Cyberstarts and one of the most successful seed investors ever. In his 19 company portfolio, Gili has invested in a decacorn (Wiz), seven unicorns and had three others acquired. Prior to Cyberstarts, Gili spent over 15 years as a General Partner @ Sequoia Capital investing in some of the world's best cyber security companies. In Today's Episode with Gili Raanan We Discuss: 1. From Founder to World's Best Seed Investor: How did Gili make the move into the world of venture with Sequoia? How did Mike Moritz and Doug Leone recruit him? What was that process like? What are 1-2 of Gili's biggest takeaways from working with Doug and Mike? 2. How to Find and Pick the Best Founders: What did Mike Moritz teach Gili about getting to know founders? Why does Gili look for the pain in the eyes of the founder? What questions does he ask? What are the most common signals of truly exceptional founders, having backed 7 unicorns? Why does Gili believe that both market and product is BS? Why are the founders all that matters? Why does Gili believe that the founder does not have to be a domain expert in a market to create a massive company in that market? 3. What it Takes to be the Best Seed Investor: Why does Gili believe that the best seed investors do not have theses? How important does Gili feel the brand of the VC firm is? What were his biggest lessons on brand from spending 15 years as a General Partner @ Sequoia? Why does Gili believe that the best investors are never happy? When you are happy, you lose. 4. 2021 is Back: Pricing, Uprounds and more Why does Gili believe that the best companies are always expensive and will always be expensive at every round? Why does Gili believe that 2021 pricing and funding is back? Is this a good thing? How does Gili advise founders on how much to raise and what valuation to set with investors? What does Gili believe are the single biggest sins from the zero interest rate environment?
3/18/2024 • 57 minutes, 49 seconds
20VC: Bending Spoons: The Most Untold Success Story in Startups: Scaling to 500M Downloads,
Luca Ferrari is Co-Founder and CEO of Bending Spoons, one of the most incredible but untold success stories in startups. Luca has scaled Bending Spoons to 100M monthly active users, $380M in sales in 2023 and aiming to reach $500M in EBITDA by the end of 2026. The company’s products include Evernote, Meetup, Remini, and Splice and their products have now been downloaded more than 500M times. In Today’s Episode with Luca Ferrari We Discuss: From McKinsey Associate to $2BN Founder What was Luca like as a child? How would his parents have described him? Why did Luca share his McKinsey salary with his co-founders? What were Luca’s biggest lessons from his failed startup? Bootstrapping Bending Spoons Why did Luca decide to bootstrap Bending Spoons? What does Luca think about the EU vs. US startup environment? Why did Luca kill a $7M project? What were his lessons? How did Luca pick his investors? How to Find the Best Talent What are the 3 key traits Luca looks for when picking the best talent? Why does Luca think traditional interview strategies do not work? What tests does Luca conduct for each candidate? What were Luca’s biggest hiring mistakes? Mastering Acquisition & Growth How does Luca determine which products to acquire? How does he identify signals? How does Luca approach pricing assets? How does he win every bid? What are Luca’s biggest lessons from acquiring Evernote? What key lessons on risk management does Luca wish he’d known 10 years ago? What are Luca’s biggest challenges on user acquisition?
3/15/2024 • 53 minutes, 23 seconds
20Growth: Top Five Lessons from Leading Analytics at Facebook and Data Science at Sequoia Capital, The Two Skills Required to do Analytics Well, The Three Types of Execs within Companies and When and How to Hire for Growth with Chandra Narayanan
Chandra Narayanan is one of the growth and analytics OGs having spent 7 years at Facebook leading analytics for the Facebook App and for Instagram. After Facebook, Chandra became Chief Data Scientist @ Sequoia Capital, helping Sequoia, find, select and help the best entrepreneurs in the world. Today, Chandra is the Founder & CEO @ Sundial, building products to help builders make meaningful use of data to fulfill *their* mission. In Today's Episode with Chandra Narayanan 1. From Working on the Weather to Leading Analytics at Facebook: How did Chandra make his way from analyzing weather patterns to leading analytics for Facebook? What does Chandra know now that he wishes he had known when he started his career in growth? How did one piece of advice from his manager at Paypal change Chandra's mind forever on "quitting" and when to "quit"? 2. Growth and Analytics 101: What does growth mean to Chandra? What is it? What is it not? When is the right time to hire a growth team/person? What is the right profile for the first growth hires? 3. How to Hire the Best Growth Teams in the World: What are the must-ask questions when hiring for growth? How does Chandra use case studies to determine the quality of a candidate? What does Chandra believe are the four main reasons people go to work? What are the three different types of execs in tech? How do you know when you need each one? 4. Lessons from Leading Analytics at Facebook and Sequoia: What are 1-2 of Chandra's biggest takeaways from leading analytics at Facebook? What does Chandra believe are the two core skills needed to do analytics well? How can you easily test if someone is good at analytics? How did being Chief Data Scientist @ Sequoia change Chandra's perspective on growth?
3/13/2024 • 1 hour, 15 minutes, 4 seconds
20VC: The Future of TikTok; Is it a Danger to US National Security| Why the "Woke Mind Virus" is a "Post-Modern Religion" and Is it Too Late to Reverse | Why the Education System is Broken | Investing Lessons from Wish, Palantir and Lady Gaga | Joe Lonsda
Joe Lonsdale is the Founder and Managing Partner at 8VC, an early-stage venture capital firm managing over $6 billion in capital. In 2003, he founded Palantir Technologies. Since then, he has founded over a dozen companies, including Addepar, a wealth management platform helping investors manage over $5 trillion, and OpenGov, recently sold for $1.8BN. In Today’s Episode with Joe Lonsdale We Discuss: The Making of a Multi-Unicorn Founder: What was Joe like as a child? How would his parents and teachers have described him? What does Joe know now that he wishes he had known when he started his career? How does Joe view the importance of luck and skill in success? America’s New Dawn: Navigating Frontiers and Accountability What did Joe mean by describing America as a “frontier nation”? How does Joe contrast America’s frontiers with Europe’s social safety nets? How does Joe propose restoring America using the “scalpel over the sledgehammer” approach? How can America introduce accountability to non-profit institutions? What role do for-profit prisons play? Woke Mind Virus Why does Joe consider the Woke Mind Virus a “Bad Postmodern Religion”? Why does Joe see Elon Musk as a key figure in challenging “woke minds”? Why does Joe believe the education system is a core problem? What needs to change? Is it too late to reverse the current state of “woke mind virus”? TikTok, China, Israel: What does Joe believe is the right solution for TikTok’s ownership? To what extent is TikTok a danger to American national security? What does Joe predict will happen to China from here? What needs to change? How does Joe predict the next 24 months for the conflict in Israel and Gaza? Investing Lessons: Wish, Palantir and more What are Joe’s biggest takeaways from the failing of Wish? What did Joe learn from the failed project with Lady Gaga? How does Joe reflect on when is the right time to sell? How does Joe reflect on his own relationship to money?
3/11/2024 • 58 minutes, 19 seconds
20Sales: Outbound Sales is Dead Today, Why Demand Generation Will Move Back Under Marketing, "Wisdom" that Everyone Needs to Unlearn About Sales & Why You Should Never Hire Someone You Do Not Know in Your First Five Hires with Brendon Cassidy
Brendon Cassidy is one of the OG of enterprise sales of the last decade, having advised the likes of Gong.io, Pipedrive, Showpad. Previously Brendon was first Head of Sales at LinkedIn and VP of Sales at Talkdesk. In Today's Episode with Brendon Cassidy We Discuss: 1. From Recruiter to Sales OG and Linkedin's First Head of Sales: How did recruiting prepare Brendon for a career in sales? What impact did the dot-com bubble burst have on his early career? What does Brendon know now that he wishes he had known when he started his career in sales? 2. The Sales Playbook and Hiring The Team: How does Brendon define the "sales playbook"? Should the founder be the one to create and execute V1 of the playbook? Should the first sales hire be a rep or a sales leader? When is the right time to make that all-important first sales hire? 3. Why Discovery and Outbound Are Broken Today: Why does Brendon feel discovery is useless in today’s sales process? Why does Brendon believe outbound will move under the marketing function? How does AI change the world of outbound sales? Why will no great sales leaders join a company that doesn’t have an inbound machine? 4. How to Master Onboarding and Increase Sales Performance: What is the right way to onboard new sales reps? How quickly do you know if a sales rep is not good? What are the signs? What is the right way to measure the effectiveness of sales teams today? What are the biggest mistakes founders make in onboarding sales teams?
3/8/2024 • 42 minutes, 29 seconds
20VC: 27 Years of Investing Lessons on Picking Founders, Price Discipline, Reserves and Selling Positions | Can Seed Investors Compete with Multi-Stage Venture Firms | Why Returns Will Not Worsen Moving Forward with Peter Wagner, Founder @ Wing
Peter Wagner is a Founding Partner of Wing. Peter has led investments in dozens of early-stage companies including Snowflake, Gong, Pinecone, and many others which have gone on to complete IPO's or successful acquisitions. Prior to founding Wing, Peter spent an incredible 14 years at Accel, starting as an associate in 1996 and scaling to Managing Partner, before leaving to start Wing. In Today's Episode with Peter Wagner We Discuss: 1. From Associate to Managing Partner to Founding Partner: How did Peter first make his way into the world of venture as an associate at Accel? How important does Peter believe it is to have early hits in your career as an investor? What is the biggest mistake Peter sees young VCs make today? 2. The Venture Market: What Happens Now: Does Peter agree with Roger Ehrenberg that venture returns will worsen moving forward? How does Peter answer the question of how large asset management venture firms co-exist in a world of boutique seed players also? Does Peter agree with Doug Leone that "venture has transitioned from a high-margin boutique business to a low-margin, commoditized industry? 3. Investing Lessons from 27 Years and Countless IPOs: What have been some of Peter's single biggest investing lessons from 27 years in venture? Why is Peter so skeptical of capital-intensive businesses? Will defense and climate startups suffer the same fate as clean tech did in the 2000s? How does Peter reflect on his own relationship to price? When does it matter? When does it not? What have been Peter's biggest lessons on when to sell positions vs when to hold? What has been Peter's biggest miss? How did it impact his mindset? 4. Building a Firm from Nothing: How was the fundraise process when leaving the Accel machine and raising with Wing? What have been the single hardest elements of building Wing? What did he not expect? What advice does Peter have for someone wanting to start their firm today?
3/6/2024 • 55 minutes, 52 seconds
20VC: Managing the Largest Sovereign Wealth Fund in the World: $1.55 Trn of Assets & Owning 1.5% of all Listed Companies with Nicolai Tangen, CEO @ Norges Bank Investment Management
Nicolai Tangen is the CEO of Norges Bank Investment Management, the largest sovereign wealth fund in the world with $1.55 Trn in assets, owning on average, 1.5% of every listed company. Tangen was previously Chief Executive Officer and Chief Investment Officer in AKO Capital, which he founded in 2005. Prior to this, Tangen was a partner and senior analyst at Egerton Capital and an equity analyst at Cazenove & Co. In Today's Episode with Nicolai Tangen We Discuss: From Religious Town in Norway to Leading the Largest Sovereign Wealth Fund: What was Nicolai like as a child? How would his parents have described him? Why does Nicolai think that loners have a greater chance/ability to make money? What does Nicolai know now that he wishes he could tell a 20-year-old Nicolai? The Top 10 Questions: 1. US Tech Firm Concentration: Is Nicolai concerned by the concentration of enterprise value in US tech firms? Have incumbents ever been as strong as they are today? 2. Impact of AI: What does Nicolai believe the impact of AI will be on society and productivity? What is his approach to investing in it moving forward? 3. Bitcoin: Why does Nicolai not want to hold Bitcoin? Why does he not understand it? 4. China: What would need to happen for China to be investable? How will the China situation play out? 5. Europe: Does Nicolai believe Europe is so far behind the US? Why? What can we do to improve? 6. Climate Change: How does Nicolai approach investing in climate? What works? What does not? 7. Sam Altman: Would Nicolai invest in Sam's new $7Trn project? What are some of Nicolai's biggest lessons from the time he has spent with Sam? 8. Investment Psychology: How does Nicolai retain a neutral investor psychology? How does he not get too up when doing well and too low when not doing well? 9. Investing Lessons: What are Nicolai's biggest investment hits and misses? What did he learn from them? 10. The Future: Why is Nicolai so optimistic about the future? What is he concerned about? How will we overcome our greatest challenges?
3/4/2024 • 45 minutes, 34 seconds
20VC: Are IPO Windows Shut? Has Regulation Killed the M&A Market? M&A OG Frank Quattrone on Lessons from 650 M&A Deals Worth Over $1TRN and Taking Amazon, Cisco and Netscape Public
Frank Quattrone is the Founder and Executive Chairman of Qatalyst and served as its CEO from the Firm’s founding until January 2016. Over more than four decades, Frank and the teams he has led have advised on more than 600 mergers and acquisitions with an aggregate transaction value over $1 trillion and on more than 350 financings that raised over $65 billion for technology companies worldwide. Frank led the IPOs of Amazon.com, Cisco, Intuit, Netscape, among many others. He advised Apple on its $400 MM acquisition of NeXT (which led to Steve Jobs’ return to Apple); Concur on its $8.3B sale to SAP; LinkedIn on its $28.1B sale to Microsoft; Qualtrics on its $8B sale to SAP and Twitch on its $1B sale to Amazon.com. In Today's Episode with Frank Quattrone: 1. Has Regulation Killed M&A: Why does Frank disagree that regulation has killed M&A? What is the real reason why M&A is so down at present? What would impact would a Trump administration have on the M&A environment? What are some of Frank's biggest lessons from 600 prior transactions over dour decades of what happens when an M&A market shuts down? 2. When Will the IPO Window Re-Open: Does Frank agree that the IPO window is currently closed for tech companies? How does this IPO window compare to the dot com bust and 2007? What is needed for the IPO window to re-open? What is the timeline that Frank puts on the IPO window opening again? 3. M&A: How Do Companies Get Bought: What is the process for a company to be bought? What are the single biggest mistakes the seller makes in the process? What do the best buyers and sellers do to get the best price? Does Frank agree with the notion that "companies are bought and not sold"? 4. IPOing Amazing, Selling Linkedin and Qualtrics: What is the story behind, Frank, Bill Gurley, Jeff Bezos and John Doerr pricing the Amazon IPO? How did Linkedin come to be bought by Microsoft? What did that process look like? How did Frank structure an event to ensure that Ryan @ Qualtrics and Bill McDermot @ SAP would meet and lead to the acquisiiton?
3/1/2024 • 58 minutes, 7 seconds
20VC: Startups Only Fail When Founders Stop Trying, Why the Two Weeks Following Our IPO Were the Worst of my Life & Why Tieing Your Identity to Your Company is the Most Dangerous Thing and How to Avoid It with Sami Inkinen, Co-Founder & CEO @ Virta Health
Sami Inkinen is the Co-Founder and CEO of Virta Health, the company reversing type 2 diabetes. Before Virta, Sami was the Co-Founder of Trulia, steering the company to a successful IPO and its eventual sale to Zillow Group. Outside of the boardroom, he launched Fat Chance Row, a daring venture to row 2,750 miles across the Pacific, unsupported with his wife, rowing 18 hours straight per day. In Today's Episode with Sami Inkinen: 1. From Farm in Finland to IPO Founder: Relationship to Money How did Sami's humble upbringing on a farm in Finland impact his early mindset and ambition? How does Sami analyze his relationship to money today? How has it changed over time? Why was the two weeks following Trulia's IPO the worst two weeks of his life? 2. The Secret to Marriage: Rowing 2,750 Miles Together: What are some of the biggest lessons on marriage Sami has from spending 45 days rowing the Pacific with only his wife for company? What was their single biggest argument over the 45 days? What did Sami learn from it? Sami worked with his wife, what are the biggest pros and cons of working with your spouse? Would Sami recommend it? What does Sami believe are the core fundamentals that underpin the best marriages? 3. The Secret to Parenting: The Regret of Delegation: What is Sami's biggest regret when it comes to parenting? How does Sami think about what it means to be a great father today? How has that changed? How did Sami's relationship with his wife change when they had kids? 4. Relationship to Identity: Why does Sami believe tieing your identity to the company, as a founder, is so dangerous? How does Sami advise on creating multiple personas to prevent this? Why does Sami believe that all the best founders are addicts to some extent?
2/28/2024 • 1 hour, 1 minute, 30 seconds
20VC: What it Takes to be Top 1% in Private Equity | Why the Best Companies are Talent Systems | Three Traits Required to Succeed in Private Equity | Marriage, Fatherhood and Sports Team Owner, What it Takes to Do It All, with Justin Ishbia, Founder @ Sho
Justin is the Founder and Managing Partner of one of the nation’s best-performing private equity firms, Shore Capital Partners (“Shore”). Since the firm’s inception in 2009, Shore has grown from 4 to over 140 team members managing over $6 billion in AUM, representing 900+ acquired companies and more than 33,000 employees. Shore is also one of the most active private equity firm in the world by deal volume according to PitchBook while continuing to achieve return profiles that rank Shore among the top 1% of private equity firms. Justin is an avid sports fan/investor and is the Alternate Governor for the Phoenix Suns (NBA), Phoenix Mercury (WNBA) and Nashville SC (MLS). In Today's Episode with Justin Ishbia: 1. From Law Student to Founding Shore Capital: How did seeing Justin's father operate impact how he thinks about building Shore today? What does he know now that he wishes he had known when he started Shore? How important a role does luck play in success? How has his mindset changed on this? 2. How to Make Top 1% PE Returns: Why does Justin see private equity done well like "using a flashlight in a dark room"? What are the top 3 elements that Justin looks for in all acquisitions they make at Shore? When did Justin think there was an advantage of scale/network effect but was proved wrong? How does Justin think about downside protection and risk mitigation? Why does Justin like to back and invest in first time founders more than any other type? 3. Building World-Class Investing Teams: Why does Justin believe the best companies are talent systems? How does Justin structure the talent system at Shore to ensure consistent incredible talent? What does Justin believe are the three traits required to win in private equity? What question does Justin ask all potential CEOs he hires for acquired companies? What has Justin learned is the single clearest sign of the top .1% talent? 4. Justin Ishbia: The Family Man and Husband: What metric does Justin use to track whether he is being a good and present father? Is it possible to be top 1% and have balance with a wife and family? What does "great fatherhood" mean to Justin? How has his thoughts on this changed? How does Justin think about bringing kids up in a world of immense privilege and ensuring they remain ground and ambitious?
2/26/2024 • 1 hour, 21 minutes, 6 seconds
20Product: The Five Step Process to Hiring the Best Product People, The Four Core Skills the Best PMs Need to Have, The Two Product Documents that Drive World Class Product Teams & Why the Best PMs are Writers with Scott Williamson, Former CPO @ Gitlab
Scott Williamson was most recently Chief Product Officer for GitLab, where he led a team of 65 in Product Management, Product Operations, Growth, Pricing, and Corporate Development functions. Before GitLab, Scott was VP of Product for SendGrid for over six years, where helped lead the company to a successful IPO and $3B acquisition by Twilio. In Today's Episode with Scott Williamson We Discuss: 1. From Sales to Product Leader: Why does Scott believe sales is a great starting point for product people? To what extent does an MBA help someone wanting to pursue a career in product management? What does Scott know now that he wishes he had known when he started his career in product? 2. What, Who, When: How to Build a Product Team: Is product management art or science? What is the ratio? What are the four core roles of a product manager today? When is the right time to hire your first PM? What is the ideal profile for this first PM hire? What are the single biggest mistakes founders make when hiring PMs? 3. Hiring the Best Product People: What does Scott's hiring process look like for all new product hires? How does Scott test for systematic thinking and problem-solving ability? What questions does Scott always ask in interviews? What are the best case studies to use to test a candidate's skill set? How important is it for the candidate to have domain expertise in your product category? 4. The Best Product Teams are the Best Writers: What are the two different types of documents that product teams must use? How do you know when to use a one-pager vs a six-pager? How does the discussion and planning cycle for the different documents differ? How important is it for PMs to be great writers also?
2/21/2024 • 55 minutes, 52 seconds
20VC: Why VC Returns Will Get Worse, Why LP Incentive Structures are so Broken, What is the Answer to Liquidity with No M&A or IPOs, When to Sell vs Hold Your Winners & Turning $5M into $250M with The Trade Desk | Roger Ehrenberg, Eberg Capital
Roger Ehrenberg is a legend of the venture industry as the Founder of IA Ventures, among the most successful seed-stage venture firms of this generation, having seeded companies including Datadog (NASDAQ: DDOG), Digital Ocean (NYSE: DOCN), The Trade Desk (NASDAQ: TTD) and Wise (LSE: WISE.L). Today Roger is the Founder and Managing Partner of Eberg Capital, a pioneer in bridging the gap among sports franchises, sports betting, media and entertainment. Roger’s current sports investments include stakes in the Miami Marlins, Real Salt Lake, Alpine Racing, Betr, Commonwealth, Kero Sports, Simplebet, SlamBall, Smarkets and WagerWire. In Today's Episode with Roger Ehrenberg We Discuss: 1. The Commoditisation of Venture and Worsening Returns: Why does Roger disagree with Doug Leone that "we have moved from a boutique high margin business to a commoditised low margin industry"? Why does Roger believe we will see consistently worsening returns in venture? Is this influx of LP capital cyclical or is it here to stay? 2. The New LPs and The Broken Existing LP World: Why does Roger think the existing incentive structure for LPs is totally broken? Who are the most important new LPs entering the venture market? How do sovereigns and pension funds entering venture change the industry? Which players have capitalised on this new LP class best? 3. Where Does the Liquidity Come From: With the closed IPO window and lack of M&A, where will liquidity come from in the next 24 months? Would a Trump administration open M&A markets? Does Roger agree M&A markets are shut down? When does Roger believe IPO markets will open again? Will Databricks and Stripe go out in 2024? If Roger were to run a continuity fund strategy, how would he structure it? What would he do? 4. When to Sell and When to Hold: How does Roger advise managers on when to sell vs when to hold? How important is it for a new firm to have a company go public in the first five years? What are Roger's biggest lessons from selling The Trade Desk at a $2.5BN valuation? How does Roger think about managers thinking they should manage the public book of their portfolio for their LPs? What are the pros and cons? 5. Relationship to Money: Do rich investors make better investors? How does investing when you have a lot of cash already change your mindset around investing and exiting? How does Roger analyse his relationship to money today? What have been the single biggest needle movers in his wealth journey? How did it feel when he made a $6M bonus? 6. The Secrets to Parenthood and Marriage: What does it mean to be a great father for Roger? How does Roger think about bringing his children up with the same level of hunger and ambition, despite being brought up with such wealth? What are Roger's two biggest lessons on the secret to a great marriage?
2/19/2024 • 1 hour, 11 minutes, 4 seconds
20VC: From Selling 75% of Trade Republic for €600K to Raising $1.3BN at a $5.3BN Valuation, The Biggest Fundraising Lessons Having Raised $1.3BN From the Best in the World; Trade Republic CEO, Christian Hecker and Creandum General Partner Johan Brenner
Christian Hecker is the Founder and CEO of Trade Republic, the company making it easy and inexpensive for everyone with a smartphone to invest. To date, Christian has raised over $1.3BN for the company from the likes of Sequoia, Founders Fund, Accel and Creandum to name a few. Previously, Christian worked in Bank of America Merrill Lynch’s Investment Banking department. Johan Brenner is a General Partner at Creandum. Johan has led Creandum’s investments in iZettle (acquired by PayPal for $2.2bn in 2018), Trade Republic, Klarna, Pleo, Neo4J, Vivino and more. Johan was previously a repeat entrepreneur, founding one of the first online brokers in Europe in 1997 (sold to E*TRADE in the US), then JobLine (sold to Monster), Bookatable (Michelin) and Tradera (Ebay). In Today's Episode with Christian Hecker and Johan Brenner We Discuss: 1. Selling 75% of Trade Republic for €600,000: How did Christian come to sell 75% of Trade Republic for €600K? How did Johan and Creandum solve this challenge when they invested? What are some of Christian's biggest pieces of advice on cap table construction? 2. Raising $1.3BN From the Best Investors in the World: What are Christian's biggest fundraising lessons from raising $1.3BN from the best in the world? How did Doug Leone and Sequoia come to lead Trade Republic's round? What was the meeting with Doug like? What questions did he ask? How did it go? How important of a skill does Johan believe being a great fundraiser is for founders? 3. Scaling into Europe's Next Decacorn: What are the single biggest issues that arise when scaling so fast? What breaks first? Does CAC increase with time or decrease? Why did Christian decide to stop paid marketing on Google and Facebook and stop spending $100M+ there overnight? Why is Christian so bullish on influencer marketing? What works? What does not work? 4. Europe: A Hub for Innovation or a Retirement Home: Does Christian believe that young people in Europe work hard enough? What are the biggest challenges to scaling teams in Europe? Why does Johan believe the biggest challenge in Europe is the lack of exit markets? What can Europe do to improve and increase our chances of being successful?
2/16/2024 • 56 minutes, 57 seconds
20Growth: How to Master Product-Led-Growth, The Biggest Mistakes Startups Make When Scaling into Enterprise, How to Assess "Bets" in Growth; Which to Take and Which to Not with Gonto, Interim CMO @ Vercel
Martin Gontovnikas, a.k.a Gonto, is a software engineer at heart who moved to the “dark side” to focus on Marketing. With this career transition, he found a way to combine his 2 passions by applying his “engineering thinking” model to Marketing. He is now a B2B SaaS Advisor to Vercel and Airbyte among others and Co-Founder & GP of Hypergrowth Partners. Previously, he was SVP of Marketing and Growth at Auth0. In Today's Episode with Martin Gontovnikas (Gonto) We Discuss: 1. From No Idea to Growth Leader: How Gonto made his way into the world of growth when it was not a thing? What does Gonto know now that he wishes he had known when he entered the world of growth? Why does Gonto believe product and marketing is more important than sales and marketing? 2. Growth: What, When and Who: What is growth? What is it not? What do people misunderstand most with growth? When is the right time to hire your first growth person? What is the right profile for the right first growth hire? Junior? Senior? 3. Mastering PLG and Enterprise: What are the single biggest mistakes startups make when scaling into enterprise? Why does Gonto believe that all PLG companies should start with 6-8 design partners? Is it possible to do enterprise and PLG at the same time? How does one provide enough value in a PLG motion to convert enterprise buyers? 4. Data vs Intuition: Art vs Science: Is growth more art or science? Why does Gonto believe qualitative data is more important than quantitative? How does Gonto think about psychology when selling and marketing? What do so few startups? understand about the psychology of their customers? How does Gonto approach messaging and what is truly great product marketing?
2/14/2024 • 1 hour, 10 minutes, 42 seconds
20VC: The Ultimate Guide to Scaling Marketplaces, Why Rule of 40 and EBITDA Optimisation is BS, How Founders & VCs Should Approach Market Sizing and Outcome Scenario Planning and Why Europe is Failing with Vinted CEO, Thomas Plantenga & Alex Taussig
Thomas Plantenga is the CEO @ Vinted, one of the fastest-growing marketplaces in the world with a valuation of $4.5BN. Prior to becoming CEO, Thomas worked with a range of organisations including Bookaboat, OLX, Sellit/Wallapop and FJLabs. Alex Taussig is a General Partner @ Lightspeed and co-leads the fund's Consumer investment team. Alex's portfolio includes the likes of All Day Kitchens, Archive Resale, Daily Harvest, Faire, Found, Frubana, Keychain, Kikoff, Vinted, YaySay, and Zola. In Today's Episode with Thomas Plantenga and Alex Taussig We Discuss: 1. The CEO Who Did Not Want to be CEO: How did Thomas come to be CEO @ Vinted? Why did he not want the job at first? What does Thomas know now that he wishes he had known when he started? 2. The Mechanics of the Fastest Growing Marketplace: What is the single most important metric for Vinted? How does Vinted determine what market to open next? What do they look for? How does Vinted think about depth vs breadth in each country? What is the AOV today? How does it vary by country? How long does it take for each country to be cash flow positive? 3. The Biggest BS in Startups: Rule of 40 and EBITDA: Why does Thomas think VC's obsession with "Rule of 40" is BS? Why does Thomas believe EBITDA optimization is BS and useless? What are the hardest elements of scaling a marketplace that no one knows? 4. The Bull, Bear and Investor Approach to Vinted: Alex, what was Lightspeed's pre and post-mortem when investing in Vinted? How does Lightspeed analyze TAM and market sizing when investing? What was Lightspeed's single biggest concern when investing in Vinted? 5. Europe: A Hub of Innovation or a Retirement Home: Does Thomas believe that European young people have a worse work ethic than those in the US? Is Thomas concerned by the state of regulation hampering innovation in Europe? What can be done to improve work ethic and the state of regulation today? Why is Alex and Lightspeed more bullish than ever on Europe today?
2/12/2024 • 1 hour, 13 minutes, 42 seconds
20VC: Doug Leone, Bill Ackman, Bill Gurley and Orlando Bravo on "Does Price Matter"; When to Pay Up vs When to Stay Disciplined, The Biggest Lessons on Price Discipline from 8 of the World's Best Investors
Doug Leone is the Global Managing Partner @ Sequoia Capital, one of the world’s most renowned and successful venture firms with a portfolio including the likes of Google, Airbnb, Whatsapp, Stripe, Zoom and many more. Marcelo Claure is the Founder & CEO of Claure Group, a multi-billion-dollar global investment firm. He is the Executive Chairman and Managing Partner of Bicycle Capital, a $500M Latin America-focused growth equity fund, and was appointed Chairman in Latin America of SHEIN, the global #1 on-demand fashion company in the world. Claure was also the CEO of SoftBank Group International where he launched SoftBank’s $8B Latin America Funds, and had direct oversight for SoftBank’s operating companies. Geoff Lewis is a Founder and Managing Partner of Bedrock, one of the breakout and new venture firms of the last decade, famously in search of narrative violations. He serves or has served on the Board of Directors for companies including Lyft (NASDAQ: LYFT), Nubank (NYSE: NU), Epirus, and Vercel. Bill Ackman is the CEO of Pershing Square Capital Management, L.P., an SEC-registered investment adviser founded in 2003. Pershing Square is a concentrated research-intensive fundamental value investor in long and occasionally short investments in the public markets. Martín Escobari is Co-President, Managing Director and Head of General Atlantic’s business in Latin America. Martín is Chairman of the firm’s Investment Committee and also serves on the Management and Portfolio Committees. Orlando Bravo is a Founder and Managing Partner of Thoma Bravo. He led Thoma Bravo’s early entry into software buyouts and built the firm into one of the top private equity firms in the world. In Today's Episode on Price Sensitivity We Discuss: Doug Leone: Why the attitude of "deploy, deploy, deploy will get so many in trouble"? Marcelo Claure: How to know when price matters and when it does not? Geoff Lewis: What is the right framework to assess price at an early stage? David Tisch: How does the importance of price change vis a vis company vs portfolio? Orlando Bravo: What have been Thoma Bravo's biggest lessons on price? Cyan Banister: Why does Cyan believe there will be a reckoning?
2/9/2024 • 28 minutes, 24 seconds
20VC: The Chess.com Memo: The Most Untold Story in Startups; Scaling to $100M Revenue, 150M Members and 700 People, All with Zero Venture Funding | Erik Allebest, CEO @ Chess.com
Erik Allebest is the CEO @ Chess.com, the #1 online chess service on the planet with more than 150+ million members and 15+ million games played each day. Erik has scaled the company to over 700 people and $100M+ in revenue with no venture funding. In Today's Episode with Erik Allebest: 1. From Unemployable to $100M+ Revenue Founder: How did Erik make his way into the world of tech and startups? Was his MBA worth it? How does he advise others on whether to get one or not? What does Erik know now that he wishes he had known when he started? 2. Scaling to $100M Revenue with No Venture Funding: Why did no one want to invest in Chess.com in the early days? What did Erik do differently as a result of not raising any venture funding? What would Erik have done if he had money from the start? What are Erik's biggest pieces of advice to founders with funding today? 3. Hard Lessons Scaling to 150M Members: What are 1-2 of Erik's biggest lessons on how to scale users with zero budget? What customer acquisition worked? What did not work? How important was COVID and The Queen's Gambit to memberships and sign-ups? What are the single biggest mistakes Erik sees founders make on customer acquisition today? 4. Parenting, Marriage, Metrics and Money: Why does Erik not care about money or capitalism today? How has Erik's style of parenting changed over the years? What works? What does not? What does Erik believe is the secret to marriage? What have been his biggest lessons? Why does Erik hate metrics? If so, how does he run the business towards goals and output?
2/7/2024 • 1 hour, 11 minutes, 58 seconds
20VC: The Biggest Misconceptions & Hardest Truths About Seed Investing Today; Why The Best Founders Don't Need You, Why Uncapped SAFEs Are Good, Why Reserves Are Bad, Why Signalling is BS, Why Price Doesn't Matter with David Tisch & Terrence Rohan
David Tisch is the Managing Partner of BoxGroup, one of the leading seed-stage investment firms of the last decade having invested in over 500 seed-stage startups, including Plaid, Ro, Ramp, PillPack, Amplitude, Stripe, Warby Parker, Harry’s, Flexport, Classpass, Airtable and more. Terrence Rohan is the Managing Director @ Otherwise Fund, a fund that discretely empowers a network of today's top founders to make multi-stage venture investments. Terrence has invested in the likes of Figma, Hugging Face, Vanta, Notion and Robinhood to name a few. In Today's Seed Investing Special We Discuss: 1. Is Seed Investing Now a Commoditised Asset Class: Why does Dave Tisch believe seed investing will remain the most inefficient market? What does that mean for the future of returns at seed? Why should you always pay up and be price-insensitive at seed rounds? Why does David believe that no one is great at seed investing? Why does David believe that you cannot index the seed market? 2. The Biggest BS Elements of Venture Capital: Signaling: Why does David believe that the theory of signaling is total BS? Why does Terrence disagree and think it is valid and common? Group Decision-Making: Why does Terrence believe that investing decisions should be made solo and groups merely encourage consensus decision-making? Reserves: Why does Terrence believe reserves hurt DPI and are not good? How does David respond given his growth fund? Venture Value Add: Why do David and Terrence think venture value add services platforms are BS and not worth it? 3. The World of LPs: What is the single biggest misalignment between VCs and LPs? What are David and Terrence's biggest pieces of advice for emerging managers today? Should LPs expect depressed returns from venture as the asset class commoditises?
2/5/2024 • 1 hour, 29 minutes, 27 seconds
20Product: Top Five Product Lessons from Creating Snapchat "Discover" and "Chat", How to Hire the Best Product Talent and Why Case Studies in Interviews are not Helpful & How AI Impacts the Future of Product Design with Will Wu, CTO @ Match Group
Will Wu is the CTO @ Match Group, the owner and operator of the largest global portfolio of popular online dating services including Tinder, Match.com, OkCupid, and Hinge to name a few. Prior to Match, Will was VP of Product at Snap Inc. As the 35th employee, Will spearheaded the creation of Snapchat’s “Discover” content platform. He also led the creation and growth of the “Chat” messaging feature, which today is a primary Snapchat engagement driver that connects hundreds of millions of people each day. In Today's Episode with Will Wu We Discuss: 1. The Journey to Snap CPO: How did Evan make his way into the world of product and come to meet Evan Spiegel? What are 1-2 of his biggest takeaways from his time at Snap? What does Will know now that he wishes he had known when he started in product? 2. How to Hire Product Teams: How does Will structure the interview process for new product hires? What are the most telling questions of a candidate's product skills in hiring? What case studies and tests does Will do to assess a candidate? What are 1-2 of Will's biggest hiring mistakes in product? 3. How to Do Product Reviews Effectively: What are Will's biggest lessons on what it takes to do product reviews well? What are the biggest mistakes product leaders make in product reviews? How can teams drive focus in product reviews? What works? What does not? 4. Product: Art or Science? How does Will balance between gut/intuition and data in product decisions? Is simple always better in product design? What is human-centered design? How does it impact how Will approaches product?
2/2/2024 • 54 minutes, 36 seconds
20VC: The Metrics That Matter in SaaS Today; Why CaC Payback is Flawed & CAC Ratio is Better, Why You Need to Hire Three Sales Reps at a Time, How to Forecast in 2024 & Biggest Mistakes Made Forecasting & How to Make Customer Success Sell More with Dave K
Dave Kellogg is one of the OGs of Saas. Among his many accomplishments, Dave was the CMO of Business Objects where he helped scale the business from $30M to $1BN in revenue. Dave has also been a CEO twice, once scaling the business from $0 to $80M and the other business from $8M to $50M before selling it. Dave is also an advisor to some of the best including GainSight, Logickull, MongoDB, Pigment, Recorded Future, and Tableau. In Today's Episode with Dave Kellogg We Discuss: 1. What are the Metrics That Matter: Why is CAC payback period such a flawed metric? What is CAC ratio? Why is it more effective than understanding payback? Why is gross revenue retention more important than net revenue retention? What are the single biggest mistakes that founders make when using metrics today? 2. How to Build and Scale the Best Sales Teams: Why should founders hire three sales reps at one time? What is the benefit? What are the three different types of sales calls all teams must have? What should all CEOs and Heads of Sales ask of their sales team in forecasting? What is the single biggest mistake most companies make in forecasting? How should a CEO/board member respond to a sales team that lets a deal slip to next quarter? 3. Are CFOs Buying New Tech and How to Win Renewals: Are CFOs open for business? How has the top down sales process changed in the last year? Why is the way that startups think about renewals completely broken? What are the three different types of customer success teams we have today? What is the core role of customer success? How can we incentivise them to sell more? 4. Mastering Product Marketing, Customer Profiles and Crossing the Chasm: How can we use product marketing to increase sales velocity? What is the single biggest risk in product marketing today? What does Dave mean when he says "an ICP starts as an aspiration and becomes a regression?"
1/31/2024 • 1 hour, 10 minutes, 23 seconds
20VC: How MIT Selects Venture Managers to Invest in | The Three Categories of Check MIT Writes Into Funds | How MIT Builds Their Venture Fund Portfolio | How MIT Approach Direct Investing | Why Being an LP Has Never Been Harder with Ryan Akkina @ MIT
Ryan Akkina is a member of the Global Investment Team at the MIT Investment Management Company (MITIMCo), which is responsible for managing MIT's endowment and pension plans. Ryan has invested in the likes of Sequoia, Kleiner Perkins, a16z, Greenoaks and Initialized to name a few. Ryan also leads many of MITIMCo's direct co-investments including most notably into Coupang and Rippling. Prior to joining MITIMCo, Ryan was a consultant at McKinsey & Company. In Today's Episode with Ryan Akkina We Discuss: 1. From Engineer to LP with MIT: How did Ryan make his way into the world of fund investing as an LP with MIT? Why did he turn down the chance to be a VC early in his career? What does Ryan know now that he wishes he had known when he started at MIT? 2. The Manager Evaluation Process for MIT: What does Ryan look for most when investing in new managers? How important is track record when evaluating a new manager? What is the biggest mistake Ryan has made in picking a manager? What did he not see that he wish he had seen? How did that change his process? 3. How MIT Builds Their Portfolio: How does MIT construct their portfolio from private to public to everything in between? What are the three different types of check sizes that MIT writes when investing in new managers? What are the most common reasons why MIT will not re-up with a manager? What are the single biggest reasons why great managers turn bad? 4. MIT: The Direct Investor: Why does MIT see so much opportunity in direct investing? How does MIT approach the direct investing process? How do they approach underwriting themselves vs working with their managers in the process? How do MIT think about the right number of direct deals to make up their portfolio? How do they approach check sizing on a per-company direct investment? What has been Ryan's biggest direct investing mistake? How did that change his approach and mindset? 5. LP Markets Today and Where We Go From Here: Are LPs open for business today? What type of firms will not struggle? Which will? How does Ryan view liquidity windows today? When will M&A and IPO markets open? What would Ryan most like to change about the world of LPs? Why does Ryan believe the LP incentive structure in terms of compensation is broken?
1/29/2024 • 57 minutes, 2 seconds
20VC: Are the SEC Overreaching with its Approach to Crypto? Should Gensler Step Down? How do US Elections Impact Crypto Markets? How Did SBF and FTX Impact Crypto Long Term and more with Dave Ripley, CEO @ Kraken
Dave Ripley is the CEO @ Kraken, one of the world's largest cryptocurrency exchanges, valued in 2022 at a whopping $10.8BN. Prior to Kraken, Dave was the Co-Founder of Glidera, a market-leading Blockchain technology company that Kraken acquired in 2016. In Today's Episode with Dave Ripley: 1. From Boston Consulting Group to CEO of Kraken: How did Dave first make his way into the world of crypto? What are the single hardest elements of a CEO transition? What does Dave know now that he wishes he had known about CEOship? 2. What is the Usage for Crypto: Other than as a store of value, what application usage does crypto serve? Global payments are fine as is and are improving, why do they need crypto? Global remittance is served by Remote and Deel, why do they need crypto? No applications have been provided well, what really is the use case that makes sense? 3. Should Gensler Be Let Go and The SEC is Wrong: Why is the approach of the SEC completely flawed? Should Gensler be fired for his ineffectiveness? What is the right policy stance and approach to take from here?
1/26/2024 • 30 minutes, 33 seconds
20Sales: How to Scale Into Enterprise Effectively and the Biggest Mistakes Made When Making the Move From PLG to Enterprise, Why Discovery Today is F***** & The Biggest Lessons on How to Do Sales Team Compensation with Sean Murray, CRO @ Greenhouse
Sean Murray is the CRO @ Greenhouse which is the fourth company Sean has scaled successfully into the enterprise. Sean's prior roles include revenue leadership positions at Saleloft (CRO), Xactly (VP Sales), and CEB, now Gartner (Head of MID Global Sales). In Today's Episode with Sean Murray 1. The Origin Story: Is a Love of Sales Born: How did Sean first fall in love with Sales? What does Sean know now that he wishes he had known when he started his career in sales? What is Sean's biggest advice to a young person entering the sales world today? 2. Sales has Changed; You Need to Change with It: Why do CMOs need to be good sellers and CROs need to be good marketers today? Have we seen the total blending of sales and marketing today? Should we get rid of all sales teams and just have content marketing teams? 3. How to Move into the Enterprise Successfully: What are the three biggest mistakes startups make when scaling into the enterprise? What easy wins can they do early in the sales process to enterprises to get a good start? How important are logos? Does social validity really work in enterprise? How should sales teams use discounting in enterprise sales most effectively? What is the right way for sales leaders and CROs to budget for enterprise? Is there a way to test enterprise without committing the company and a lot of resources? 4. How to Build the Best Sales Team Today: What is the right hiring process for all new sales hires? What are the questions you have to ask in the interviews? What do the case studies entail? What are signals of the best reps? What are the biggest mistakes teams make when hiring new sales reps? What have been Sean's biggest lessons on comp and negotiation with new reps?
1/24/2024 • 1 hour, 10 minutes, 46 seconds
20VC: Why Small Markets are Better Than Big Markets, The Biggest Delusion of Early Stage VC, Why AI Investing is like a Horserace and Why The Most Ambitious Companies Growing the Fastest are not the Best Investments with Adam Fisher, Partner @ Bessemer
Adam Fisher is a Partner @ Bessemer Venture Partners and one of the most successful investors in Israel over the last two decades with seed investments in Fiverr, Wix, Melio, HiBob and more. Adam has now made over 60 investments and has had an incredible 23 successful exits. Adam has now been in venture for over 27 years having started his career at Jerusalem Venture Partners in 1996. In Today's Episode with Adam Fisher We Discuss: 1. Lessons from 27 Years in Venture Capital: How did Adam first make his way into the world of venture straight out of college? Does Adam agree with Doug Leone that VC has changed from a "boutique, high margin business to a commoditized, low margin industry"? What does Adam know now that he wishes he had known when he started in venture? 2. How to Pick Winners: 23 Exits in 60 Investments: To what extent does Adam think pattern recognition is a good thing? When is it bad? Does Adam prefer to invest in outsider founders approaching a problem with fresh eyes or insider founders who know the problem back to front? Why does Adam believe that "category creation is BS"? Why does Adam not like to invest in big, hugely ambitious markets? Why are smaller markets best? 3. The Deal: Mastering the Art of Negotiation and the Deal: How does Adam reflect on his own relationship to price? When doing an investment, does Adam think about who would do the next round? How important is ownership to Adam? Does he want it all on first check? Why does Adam not like to invest in hot AI rounds? What have been Adam's single biggest investing mistakes? How did it change his approach? 4. Mastering the Art of Portfolio Management: Why does Adam believe that it is impossible to know which of your portfolio will be the breakout winners early on? How does Adam approach reserve allocations with this in mind? How does Adam know when is the right time to sell a position? What does Adam believe was the biggest sin of the zero interest rate environment period?
1/22/2024 • 1 hour, 11 minutes, 48 seconds
20VC: How Duolingo Scaled to 8M TikTok Followers, How to Create Viral Content, Why Most Companies Suck at Content Marketing and How to Change & Why You Should Not Work with Content Agencies with Zaria Parvez, Global Social Media Manager @ Duolingo
Zaria Parvez is Duolingo’s Senior Global Social Media Manager where she is famed for scaling Duolingo's TikTok from 50K followers in September 2021 to 8M followers today. The Duolingo TikTok has 143 viral videos (view counts of 1M or higher) due to Zaria’s creativity. What started as a test-and-learn initiative has become Duolingo's most successful social buzz and word-of-mouth initiative to date – all because of Zaria's insights, instincts, and expertise. In Today's Episode with Zaria Parvez: 1. From College Student to TikTok Star: How did Zaria make her way into the world of social media and Duolingo? When did Zaria realize the power of TikTok? What did she do as a first step? What does Zaria know now about growing on TikTok that she wishes she'd known when she started? 2. How to Create a Viral Video: What have been Zaria's biggest lessons in what it takes to create a viral video? What does Zaria mean when she says the best content is "medicine to candy"? What does the ideation process look like for new content ideas? How much budget should be set aside for new content? What does Zaria mean when she says Duolingo's TikTok needs to view like a "sitcom"? 3. How to Tie Success in Content Back to Hard Dollars: How is "success" in content measured at Duolingo? How fast does Zaria know if a video is a hit or not? What is the right cadence to post? How should companies determine whether content is ultimately successful or not? What is the single metric that Zaria is focused on today? 4. How to Build the Best Content Team: Why should companies not work with content agencies if they want the best results? Why does Zaria believe you have to hire troublemakers if you want success in content? What are the single biggest mistakes companies make w
1/19/2024 • 51 minutes, 16 seconds
20VC: Palantir CTO on The Broken Incentive Structure of How Governments Buy Defence, The Danger of Defence Spending at Historic Lows, How Elections and Wars Change Government Defence Buying & Why Budgets are Anti-Creative with Shyam Sankar
Shyam Sankar is Chief Technology Officer and Executive Vice President of Palantir Technologies in addition to the Chairman of Ginkgo Bioworks. Shyam holds a B.S. in Electrical and Computer Engineering from Cornell University and a M.S. in Management Science and Engineering from Stanford University. In Today's Episode with Shyam Sankar: 1. Journey to the Top of Defence: How did Shyam make his way into the world of startups and get a role with Kevin Hartz at Xoom? How did seeing Shyam's parents lose everything impact his mindset and drive? What does Shyam know now that he wishes he had known when he started his career? 2. How the World's Governments Buy Defence: What is the playbook for selling defence to different governments? Why is the way that governments purchase and procure so broken? If Shyam were head of the DOD, what would he change? Why does the DOD "need to pick winners"? Which governments are the best to work with? Which are the worst? 3. A World In Conflict: What Changes: How does conflict change the buying process and urgency for governments? How do elections change the buying cadence and process for different governments? Looking forward to 2024, how does Shyam predict the state of different global conflicts? 4. Hiring 101: You Have To Hire Artists: What have been Shyam's single biggest lessons on what it takes to hire the best of the best? Why does Shyam believe that hiring great people is like talent management in Hollywood? Why does Shyam believe talent should be "shielded from budgets"? What have been some of Shyam's biggest hiring mistakes? How did he learn from them?
1/17/2024 • 1 hour, 43 seconds
20VC: Hubspot Co-Founder Brian Halligan on Leadership Lessons Scaling Hubspot to a $28BN Market Cap | The Best Series A Investment in Venture History & What Makes Sequoia so Successful?
Brian Halligan is the Co-Founder and Executive Chairperson of HubSpot. Brian led the business as CEO for 15 years from Day 1 to a $30BN public company with 7,000 employees. Among Brian numerous achievements, Brian is famed for coining the term "inbound marketing", he is a globally recognised author, he is also an incredible teacher having developed MIT’s popular Scaling Entrepreneurial Ventures class. In addition to all of this, he is also the Co-Founder of Propeller Ventures, a $100 million climate tech venture fund, specializing in ocean innovation investments. In Today's Episode with Brian Halligan We Discuss: 1. The Makings of a Generational Defining Entrepreneur: How did the first job as a paperboy lead to the founding of a $30BN company? How does Brian analyse the importance of luck vs skill in success? What is Brian running from? What is he running towards? 2. How to Be the Best Leader from 15 Years as CEO: What are Brian's biggest lessons in leadership from Elon Musk and Jensen Huang? How has Brian's leadership style changed over time? Why is the way leaders prioritise what they do today completely broken? How can leaders use quarterly goals to prioritise most effectively? Does Brian believe people are born CEOs? Are MBAs worth it for CEOs? 3. How to Build the Best Team: What is the #1 failure condition of teams today? Why does Brian believe most of your employees are mercenaries and not missionaries? Is that ok? Why do recovery plans never work? Once lost, can trust in teams be regained? Are people destined for certain stages of company growth? Why does culture always break when teams hit 100 people? 4. The Best Deal in VC History: Why did Hubspot sell 47% of the company to General Catalyst in their Series A? How did Sequoia come to lead their Series D? How much of a needle mover is it for companies and founders to have Sequoia invest? Why did Brian sell secondary to Sequoia in the Series D? Is it the most costly mistake he has made?
1/15/2024 • 1 hour, 16 minutes
20VC Exclusive: Keith Rabois on Rejoining Khosla Ventures
Keith Rabois is a Managing Director @ Khosla Ventures and one of the most respected venture investors of the last decade. Keith has led investments in Stripe, Faire, Ramp, Affirm and many more. Just last week, Keith announced he would be rejoining Khosla from Founders Fund, where he spent an immensely successful 5 years as a General Partner. Prior to Founders Fund, Keith started his career at Khosla where he spent 6 years and led investments in DoorDash, Opendoor, Webflow and more. In Today's Episode with Keith Rabois We Discuss: 1. The Decision to Rejoin Khosla Ventures: Why did Keith decide to rejoin Khosla Ventures from Founders Fund? What did Keith miss most that Khosla did, that Founders Fund did not? How did Delian take the news? 2. Comparing Two Great Firms: Founders Fund vs Khosla Ventures: Investing Style: How does Keith compare the investing styles when analyzing FF and KV? Price Discipline: Which firm is more price-disciplined? Does price discipline even matter? What are the single biggest mistakes Keith has made on price? How did it change how he invests? Founder Type: What sort of founder would choose KV? What founder would choose FF? How did the depth & quality of investment decision-making compare between KV and FF? 3. What It Takes To Win in Venture in 2024: Liquidity: What have been Keith's biggest lessons on when is the right time to sell positions? Capital Planning: What have been Keith's biggest lessons on the most effective use of reserves? Why does Keith believe if you do not lose some deals as an investor, you are not competing for the right companies? Khosla Ventures recently raised $3BN. How important is the ability to support companies across their lifetime in 2024 vs stage specific? 4. Where is The Best Place to Invest: Why does Keith think seed is the best place to be investing today? Why despite the better risk/reward profile, does Keith think Series A is not the best place to invest? Does Keith believe we will see the return of growth investing in 2024? What does Keith predict for the M&A market in 2024? Did Figma kill all activity? When will the IPO windows open again? Why would Stripe go out this year? 5. Keith Rabois: AMA: Why did Keith not want to start his own fund? Will he ever? What have been Keith's biggest lessons from working with Vinod Khosla and Peter Thiel? What were Keith's biggest lessons from Roelof Botha on what it takes to be an effective board member? How does Keith think about bitcoin in 2024?
1/12/2024 • 1 hour, 6 minutes, 14 seconds
20VC: Did Figma Kill M&A Markets in 2024, The Three Biggest Mistakes Made in Growth Investing, The Three Requirements Companies Need to Go Public in 2024 with Ed Sim and Jamin Ball
Jamin Ball is a Partner @ Altimeter Capital where he sits on the board of Airbyte, Clickhouse, dbt Labs, Prisma, Tabular. Jamin has also led investments in Deel, MotherDuck, Personio and Starburst. Prior to Altimeter, Jamin spent 5 years at Redpoint where he led investments in Workato, Monte Carlo, Cityblock Health, Root Insurance. Ed Sim is one of the best seed round investors in venture as the Founder and Managing Partner @ Boldstart, Ed focuses specifically on developer, infra and SaaS at pre-seed and seed round. Over the last decade, Ed has backed some of the best including Snyk, BigID, Kustomer, Front and Superhuman. In Today's Episode We Discuss: 1. How to Invest Successfully in 2024: What are the three biggest mistakes growth investors can make in 2024? Why should founders not start a platform company? What were Jamin and Ed's biggest mistakes from the ZIRP era? How does Jamin justify paying an $8BN price for Hopin? What were his lessons? 2. The M&A Markets in 2024: Did Figma kill the M&A markets for 2024? What should we expect in M&A? Why will private companies buying private companies be a massive segment in 2024? What are Ed and Jamin's biggest tips to founders considering selling their company in 2024? 3. When Will IPOs Come Back: What will be the catalyst to the opening of the IPO markets? Will Stripe and Databricks go public in 2024? What others should we expect? What are the three requirements for a company to go public in 2024? 4. Firesales: Investors Need Cashback: Why does Ed believe now is the time in the cycle where late-stage investors want cash back to distribute back to their LPs or to recycle? What should we expect to see in terms of acqui-hires and firesales? What are the different incentives when comparing founders vs early stage VCs vs late stage VCs when it comes to acquisitions?
1/10/2024 • 1 hour, 6 minutes, 39 seconds
20VC Crypto Roundtable: How Will US Elections Impact Crypto? Why Will Trump Lean Into Crypto in 2024? Should FTX Investors Have Known About SBF? Will Opensea Ever Be Worth $13BN Again? Will NFTs Come Back with Kyle Samani and Nick Tomaino
Nick Tomaino is the Founder and General Partner @ 1confirmation, one of the leading seed firms fueling the decentralization of the web and society. The fund started with $26M and the firm now has over $1B in assets under management. Nick is famed for being one of the first investors in OpenSea. Kyle Samani is the Co-Founder and Managing Partner @ Multicoin Capital, one of the leading crypto native funds of the last decade with positions in Solana, FTX, Fractal, and Helium to name a few. In Today's Episode We Discuss: 1. Moving Away from a Shitcoin Casino: What will it take for crypto to move away from being shitcoin casino? Why does Nick believe that "crypto has been a free for all and greed got the better of people"? Why does Nick believe that crypto shilling will reduce the amount of violence in the world? 2. FTX: The Biggest Ponzi Scheme in Plain sight: How does Kyle reflect on SBF and FTX today? Should he have known it was a fraud? How did Nick see so far ahead of time that SBF was not genuine? What are the most striking lessons when comparing Coinbase's Superbowl advert to FTX's? 3. Where Politics and Crypto Collide: SBF was one of the largest donors to Biden, what does this say about the rise of "crony capitalism"? What candidates running in the election will be best for crypto? Why will Trump win the election and be the first President to rule from a prison cell? Why is the strategy pursued by Gensler and the SEC so flawed? 4. The Great NFT Comeback, The Crypto IPO Season: What will be the next crypto company to IPO? When? When will NFTs come back? What will cause this? Will Opensea ever be worth $13BN again? What is their future?
1/8/2024 • 51 minutes, 17 seconds
20VC: Predictions for 2024: What Happens to Early Stage VC Funding, Do a Load of Venture Funds Die, What do LPs Do in 2024, Does Figma Kill the M&A Market, Will IPOs Comeback & What Does a Trump Administration do for Startups with Jason Lemkin @ SaaStr
Joining Harry in the hot seat today is Jason Lemkin, Founder @ SaaStr and one of the OG SaaS investors of the last decade. The discussion today is broken into two segments: 2023: A Year in Review: Breakout company Best early-stage fund Best late-stage fund Most surprising event Founder of the Year 2024: Predictions: What is to Come: Does the IPO window open? Do Stripe, Databricks, and more go public? What happens to early-stage venture markets? Does the growth stage come roaring back? What happens to the M&A market? How does Trump change the startup ecosystem? Will a generation of young VCs be washed out the system? Will a ton of venture firms shut down?
1/4/2024 • 1 hour, 11 minutes, 54 seconds
20VC: From a $1.1M Acquisition to $1.4BN in Revenues; The Meteoric Rise of Hoka Running with Deckers CEO, Dave Powers
Dave Powers serves as President and CEO of Deckers Brands, a global footwear and apparel company where he focuses on the company’s five high-performing brands: UGG®, Teva®, Sanuk®, HOKA One One® and Koolaburra®. Prior to Deckers, he held executive leadership roles at Converse and Timberland, where he led worldwide retail merchandising, marketing, visual and store design as well as the creation of a sustainable line of footwear and apparel. In Today's Episode with Dave Powers: 1. The Unlikely CEO of a Global Footwear Company: How did Dave make his way into the world of consumer and fashion from the ground up? Why did Dave never think he was the type of person to be a CEO? What does Dave know now that he wishes he had known when he started his career? 2. From $1.1M Acquisition to $1.4BN Revenues: The Hoka Story: Why did Deckers acquire Hoka for $1.1M? What did they see in this, at the time, futuristic running shoe that no one else saw? Was the growth of Hoka linear or were there needle-moving moments that propelled the brand? What did they do so right that led to their success? What would Dave have done differently in the Hoka journey if he had his time again? 3. From $14.7BN Acquisition to Oprah's Favourite: The UGG Journey: How much of a needle mover was it for UGG when Oprah added it to her list of favourite items? Why did UGG go through a tough period? What did they do wrong? What does it take to resurrect a brand? How can they bring UGG back to life and make it cool? 4. From Abercrombie to LVMH: An Analysis of the Industry: How does Dave analyse the rise and fall of Abercrombie and Hollister? Where did it go wrong? What does Dave believe LVMH are the best in the world at? What does he learn from them? How important is it for consumer companies to have a hero product? How can consumer companies scale to mass markets without losing their core audience?
12/22/2023 • 53 minutes, 43 seconds
20VC Roundtable: Spotify, Adobe & Linkedin CPOs on How AI Changes The Future of Product, Why AI is Now the Product, How TikTok Changed Product, Why Cost is the Biggest Barrier to LLM Usage & Why Incumbents Can Adopt AI Faster Than Any Prior Innovation Cyc
Gustav Söderström is the Co-President, CPO & CTO at Spotify. Gustav has been instrumental in taking Spotify from a 30-person operation in Sweden when he joined to being the global leader of the space. Scott Belsky is Adobe’s Chief Product Officer and Executive Vice President, Creative Cloud. Scott oversees all of product and engineering for Creative Cloud, as well as design for Adobe. Tomer Cohen is the Chief Product Officer @ Linkedin where he is responsible for setting and executing the global product strategy at LinkedIn. In Today's Episode on How AI Changes The Future of Product and Design We Discuss: 1. Why AI Is Now the Product that UI Serves: Why does Gustav believe that AI is now the product? How has the importance of UI changed with the rise of AI? How did TikTok change the product paradigm over the last few years? 2. What Matters More Models or Data: What is more important the size of the model or the amount of data a company has? Will companies use many models at the same time? Why will companies using many models at once create a huge opportunity for startups? Will every company have their own model? What will be the decision-making framework of whether to have your own model or leverage another? How does the rise of AI change how companies approach data acquisition, collection and cleaning? 3. The Workforce Needs to Change with AI: How do product leaders and teams need to change in an AI-first world? What do designers need to do to stay up to date in an AI-first world? What does it mean to be good at prompting? How can people get good at prompting? Why will AI kill companies that charge by the hour? Why will seat pricing die in a world of AI? What will be the business model for AI? 4. Incumbents vs Startups: Who Wins: Do incumbents win in a world of AI or do startups? Why is AI primed for incumbents to win and move fast in a way they could not in prior technology cycles? What are the biggest hurdles and challenges incumbents have to face that startups do not? What are the biggest barriers that startups have to win in a world of AI that incumbents do not have?
12/20/2023 • 50 minutes, 23 seconds
20VC: Why Now is the Best Time to Invest in Emerging Managers, Biggest Mistake Emerging Managers Make When Fundraising & Investing Lessons from Investing $1.5BN Per Year and Being Early Investors in Thrive, a16z and Founders Fund with Peter Lacaillade
Peter Lacaillade is a Managing Director @ SCS Financial Services where he leads its private investment program where he oversees the firm’s activities in private equity, opportunistic credit and private real assets. Peter has been an early backer of Thrive, Founders Fund, a16z, Greenoaks and 20VC. Before SCS, Peter was an Associate at HarbourVest Partners in its Secondary Group where he analyzed venture capital, growth equity and buyout investments. In Today's Episode with Peter Lacaillade We Discuss: 1. Becoming One of the Great LPs in Venture: How did Peter make his way into the world of fund investing as an LP? What does Peter know now that he wishes he had known when he started as an LP? Why does Peter believe now is the best time to be investing in newer, emerging managers? 2. How to Pick the Best Venture Managers: What are the commonalities in the best VCs Peter has invested in? How important is track record for Peter when evaluating managers? What mistakes has Peter made when it comes to manager selection? What did he learn? How do the best managers build relationships with their LPs? 3. Building a Portfolio That Can 5x: In a venture fund portfolio, what is the distribution between those that outperform, perform as planned and then underperform? How does Peter invest in both large franchises and emerging managers with a barbell approach? How much in established franchises and how much in emerging managers? Are managers actively marking down their portfolios in the last 18 months? Who has been the best at this and who has been the worst? How much should portfolios be marked down? How does Peter evaluate the compression of deployment timelines we saw in the last 18 months? 4. A Breakdown of the LP Landscape: Family Offices: What are the biggest dangers of having family offices as LPs? Why do multi-family offices tend to be better? Endowments: Are they really as stable as people think they are? What separates a good vs great endowment? Who stands out? Fund of Funds: Why does Peter think fund of funds deserve more credit? How should managers think about working with FoFs most effectively? What is the right level of concentration managers should have between these different LP profiles? What are the biggest mistakes emerging managers make when approaching LPs?
12/18/2023 • 1 hour, 2 minutes, 30 seconds
20VC: Cotopaxi: From Selling $6M of Pool Tables to Scaling $150M in Revenues and Challenging Patagonia, Fundraising Lessons from 100+ Rejections & What Founders Do Not Understand About VC with Davis Smith, Founder @ Cotopaxi
Davis Smith is the Founder and Chairman of Cotopaxi, an outdoor brand with a humanitarian mission. The company has assisted over 4 million people living in poverty. The company has been profitable for the last 4 years and is expected to do $160M in revenue in 2023, up from $55M just two years before. In April 2023, Davis resigned after 10 years as CEO to lead a mission for his church in Brazil for three years. Davis is an EY Entrepreneur of the Year and was recognized as Utah’s Businessperson of the Year in 2022. He is an adventurer who has floated the Amazon on a self-made raft, kayaked from Cuba to Florida, and explored North Korea. In Today's Episode with Davis Smith We Discuss: 1. From Selling $6M Worth of Pool Tables to the Amazon of Brazil to Founding Cotopaxi: How did Davis scale a pool table business to $6M in revenue? What were Davis' biggest takeaways from building the Amazon of Brazil, raising millions in VC funding and the business failing? How did depression and 36 hours on a sofa lead to the a-ha moment for Cotopaxi? 2. The Billion Dollar Company, Rejected by 100 Investors: How was the early fundraising journey for Davis with Cotopaxi? Why did so many investors say no? What was the best VC meeting he has ever had? Why do women understand Cotopaxi better? What does Davis believe are the biggest misalignments between VCs and Founders? Why does Davis believe we need a new type of financial product to fund long term projects? What are the biggest elements of fundraising that Davis believes founders do not understand? 3. Scaling Cotopaxi to $150M in Revenue: What are Davis' biggest lessons on what works and what does not from scaling Cotopaxi to $150M in revenue? Why did Davis not lay anyone off but decide everyone should take a pay cut instead? How did that go down? Why does letting people leave work earlier lead to better talent wanting to join your company? Why does Davis believe that you absolutely can build a huge business with balance in your life? 4. Life, Parenting, Marriage: Why does Davis believe that so many entrepreneurs chase the wrong thing? What do they chase? What should they be chasing instead? How does Davis analyze his relationship to money today? Does it make you happy? What does great parenting mean to Davis? How has that changed over time? How does marriage change when comparing pre-kids and post-kids? Was Davis nervous about becoming a father for the first time at the age of 24?
12/15/2023 • 58 minutes, 28 seconds
20Sales: How to Close Sales When Selling to CFOs, How to Guarantee You Win Every Renewal, Core Questions All CFOs Ask Today When Buying, Why Revenue Operations is the Most Important Role in a Company with Steve Goldberg, CRO @ Salesloft
Steve Goldberg is the Chief Revenue Officer at Salesloft, the sales engagement platform that was acquired by Vista in 2022 for $2.3BN. Prior to Salesloft, Steve was Group Vice President of Enterprise at Yext and before that was a Senior VP @ InsideSales.com. In Today's Episode with Steve Goldberg: 1. Becoming a Sales Leader: When did Steve first fall in love with sales? Why does Steve believe sales is more psychology than anything else? What can sales reps do to master the psychology of their prospects? What does Steve know now about sales that he wishes he had known in the beginning? 2. How to Close Prospects Faster Than Ever: How does Steve build relationships with prospects very fast? What questions does he ask? How does Steve know if he is really speaking to a buyer? What are the signals? How does Steve advise sales reps on getting multiple relationships within an account to prevent the potential of losing your champion? How does Steve feel about discounting? When is the right time to do it? 3. How To Do The Best Deal Reviews: What makes good vs great deal reviews? Who is invited? Who is not? Who sets the agenda? Who is responsible for what? How do deal reviews change throughout the quarter and throughout the year? Is a deal slipping into the next quarter an acceptable excuse for a sales rep to give? 4. How to Ensure Renewals in a World When They are Not Guaranteed: Have all budgets centralized back to the control of the CFO? Are people right to say that no CFOs are buying new technology today? What is the best way to show to customers the value you provide? Why does Steve believe revenue operations is the most valuable role within an org?
12/13/2023 • 49 minutes, 50 seconds
20VC: Why Founders Should Take as Many VC Meetings as Possible, Should Founders Meet Associates, How to Get Intros to the Best VCs, How To Extract the Most Value From Your Investors, Why Post IPO Operators Are the Best Angels with Sam Corcos @ Levels
Sam Corcos is the Co-Founder & CEO @ Levels, the company helping you see how food affects your health with data from biosensors like continuous glucose monitors (CGMs). To date, Sam has raised over $89M for Levels from the likes of a16z (Jeff Jordan sits on his board), Founder Collective, Breyer Capital and Shrug Capital to name a few. Prior to Levels, Sam founded two prior companies, CarDash; a Y Combinator company that makes automotive repair and maintenance convenient. Before Cardash, Sam founded, Sightline Maps, an intuitive platform for 3D printing and visualizing topographical maps, marketed primarily towards the U.S. military. In Today's Episode with Sam Corcos: 1. The Founding Moment: What was the a-ha moment for Sam with the founding Levels? What were the big mistakes Sam made with prior companies that he did not take with him to Levels? What does Sam know now that he wishes he had known when he started Levels? 2. How to Fundraise Like a Pro: Why does Sam believe that founders should take as many meetings with VCs as possible? What are the biggest mistakes founders make when meeting investors? Should founders meet with associates in the fundraising process? What does Sam mean when he says, "you have to create theater" when pitching? 3. How to Extract the Most Value from Your Investors: What have been Sam's biggest lessons on how to put your investors to work? What is the right and most strategic way to ask investors for specific help? How can founders create a competitive environment where VCs are competing to help? Which investors have been the most helpful? Why are post-IPO operators the best angels to have as investors? How has the a16z platform team been such a needle mover? 4. How to Find Your Partner and Master Parenting: What does Sam mean when he says he had a "one pager" in what he wanted in a partner? What was in the one-pager? How did dates respond? What are the biggest mistakes people make when dating? What is Sam most nervous about on becoming a parent? How does Sam think having a child will impact his marriage?
12/11/2023 • 1 hour, 8 minutes, 15 seconds
20VC: $18BN Market Cap and $1BN in ARR in 8 Years; Samsara | How to Find Product Market Fit Reliably | How to Create a Multi-Product Company | The Pros and Cons of Serial Entrepreneurship with Sanjit Biswas, Founder & CEO @ Samsara
Sanjit Biswas is the Founder and CEO @ Samsara, allowing businesses that depend on physical operations to harness Internet of Things (IoT) data. Over the last 8 years, Sanjit has scaled Samsara to $1BN in ARR and a public company with tens of thousands of customers. Before Samsara, Sanjit was the CEO and co-founder of Meraki, one of the most successful networking companies of the past decade. Sanjit grew Meraki from his Ph.D. research into a complete enterprise networking portfolio. Meraki's sales doubled every year from inception and in 2012, Cisco acquired Meraki for $1.2 billion. Huge thanks to Doug Leone for some fantastic question suggestions pre this episode. In Today's Episode With Sanjit Biswas We Discuss: 1. From Founding to $1BN in ARR in 8 Years: What was the founding a-ha moment for Sanjit with Samsara? Sanjit sold his prior company Meraki for $1.2BN, what worked with Meraki that Sanjit took with him to Samsara? What did not work that he left behind? What does Sanjit know now that he wishes he had known when he started Samsara? 2. The Man Who Found Product Market Fit Time and Time Again: What is the one single moment that Sanjit believes you know you have product market fit? What are the biggest mistakes founders make when chasing product market fit? How does being a bootstrapped company change how a company approaches chasing PMF? 3. Mastering a Multi-Product Company: How do you know when it is the right time to launch a second product? Does the second product have to make the first product better? What are the biggest mistakes companies make when going multi-product? 4. The Art of Great CEOship: Does Sanjit believe that the best CEOs are the best capital allocators? What has been the single best and single worst capital allocation decision in Samsara's journey? What are the biggest mistakes Sanjit has made in leadership? How did he learn and grow from them?
12/8/2023 • 53 minutes, 9 seconds
20VC: Ramp's Product Playbook: How To Hire Product Teams, How to Run Sprints, How to Increase Product Velocity, When and How to Go Multi-Product with Geoff Charles, VP Product @ Ramp
Geoff Charles is the VP of Product at Ramp, leading the product management, operations, and support teams. Prior to Ramp, Geoff helped spin off Mission Lane and scale credit products to millions of consumers. He started his career advising Fortune 100 financial services companies. In Today's Episode with Geoff Charles We Discuss: 1. How to Become a Product Leader: How did Geoff make his way into the world of product? What are the single most important skills for product people to learn early? What are the biggest mistakes that product people make early in their career? 2. When and Who to Hire for the First Product Team: When is the right time to hire your first product people outside of founding team? Why are the best product teams in the early days professional services teams? What is more important; the person has stage or sector experience, when joining? Should you hire senior product people or junior product people as the first hires? 3. How to Increase Velocity Using Sprints: How does Geoff and Ramp use two-week sprints to have insane product velocity? How are they structured? How are goals set? Who is included? What makes a good vs a bad sprint? How is accountability tied to sprints? When do two-week sprints no longer become possible? What happens then? 4. Going Multi-Product, Will Incumbents Kill You and Product Re-Usability: When is the right time to add a second product? What are the biggest mistakes companies make when going multi-product? Why is it unlikely that an incumbent is the one to kill you? What competitor should worry you? What does Geoff mean when he speaks of "product re-usability"? Why is it crucial to velocity?
12/6/2023 • 52 minutes, 55 seconds
20VC: From Construction Worker to Billionaire CEO; The 21-Year Epic Journey of Procore to an $8.6BN Company, Advice from Tobi at Shopify on Being a Great CEO & Why The Idea of "Becoming an Entrepreneur" is BS with Tooey Courtemanche
Tooey Courtemanche, Jr. is the Founder, CEO, President, and Chairman of the Board of Procore. He founded Procore in 2002 with a mission to connect everyone in construction on a global platform. After 13 years of business, the company had just $9.6M in revenue, 8 years after that they have over $890M in revenue. Under his leadership, Procore has grown to become a leading global provider of construction management software, connecting over 2 million users across 150+ countries. Today Procore trades on the New York Stock Exchange under the ticker PCOR. Huge thanks to Brian @ Bessemer and Will @ Iconiq for some amazing question suggestions today. In Today's Episode with Tooey Courtemanche: 1. The Founding of a $8.5BN Company: How did Tooey's wife, Hilary and their house-building lead to the idea for Procore? What does Tooey know now that he wishes he had known when he started? Did Tooey always know he would be a success? What was the moment of most doubt? 2. The 13-Year Journey to $9.6M in Revenue: Why did it take so long to hit the $10M revenue mark? What changed in 2015? What is Tooey's biggest advice to founders and investors who face market timing risk? Why was Tooey laughed out of VC offices in 2008? What are his biggest pieces of advice to founders raising from VCs today? How does Tooey advise founders on the balance between vision and sticking to a mission vs realising when it is not working and giving up? 3. The Art of Great CEOship: What advice did Tobi @ Shopify give Tooey on being a great CEO? How did it impact his approach? What are the biggest differences between the reality of being a CEO and the Instagram version? What have been Tooey's biggest lessons on hiring? Why does hiring smart, ambitious but not humble people never work? Why does Tooey believe the idea of "becoming an entrepreneur" to be BS? 4. Parenting, Money and Marriage: Why does Tooey believe great parenting is like great CEOship? How does one bring up children to be ambitious and humble in a very privileged upbringing? What are the secrets to being there as a husband while also being a rockstar CEO? How does Tooey reflect on his own relationship to money and wealth today?
12/4/2023 • 1 hour, 14 minutes, 15 seconds
20VC: HelloFresh CEO on Why When You Raise VC You Only Have Two Options, Why Your IPO Price is Irrelevant, Why Timing is So Important in Going Public & Why D2C is Not Dead with Dominik Richter
Dominik Richter is the Founder & CEO @ HelloFresh, one of the largest direct-to-consumer businesses of the last decade and the #1 recipe box delivery service. Fun fact, two of the three biggest cooking facilities in North America are HelloFresh facilities with the third being Disney World Orlando. Dominik has made over 40 angel investments in the EU and the US. In Today's Episode with Dominik Richter We Discuss: 1. The Founding of One of the Largest D2C Companies: How did Diminik's dreams of being a footballer translate to founding HelloFresh? What does he know now that he wishes he had known when he started? Why does Dominik respect the brands that large banks have built? 2. To Raise or Not to Raise: Why does Dominik believe when you raise VC, you either have to sell or go public? What are the single biggest differences between raising in the US vs Europe? What are Dominik's biggest pieces of advice to founders raising today? Why does Dominik believe so many of the D2C companies should not have raised venture funding? 3. The IPO: When, How and Why: Why did Dominik decide to IPO the business so early? Why does Dominik believe that the first-day trading price is irrelevant? Why does Dominik believe that timing is so important when going public? What are the biggest pros and cons of being public? 4. The Rise and Fall of D2C: D2C has been crushed lately, why? Is this the end of D2C as a category? Is D2C an investable category for VC? HelloFresh is one of the biggest and $2.5BN market cap? What have been the best and worst resource allocations Dominik has made? Do recessions help or hurt recipe box businesses?
12/1/2023 • 55 minutes, 13 seconds
20Growth: The Golden Rule to $100M in ARR, Why CAC to LTV is BS Early On, Why Your First Growth Hire Should Be a Former Founder & How Ramp Does 200 Growth Experiments Per Quarter with Guillaume Cabane
Guillaume Cabane is a growth advisor to high-growth SaaS Startups, including Ramp, Spot, Airbyte, G2, Gorgias, Metadata, Madkudu, and others. Guillaume held VP of Growth roles at Drift, Segment, and other successful startups, where he helped them grow from ~50 to 300. Prior, Guillaume spent 6 years at Apple. In Today's Episode with Guillaume Cabane We Discuss: 1. Entry into Growth: How did Guillaume make his way into the world of growth? What are 1-2 of his biggest lessons from him time at Segment where he 4x revenue? What does Guillaume know now that he wishes he had known when he entered growth? 2. Enterprise vs SMB & CAC/LTV: Why does Guillaume think it is harder to go enterprise down than SMB up? What are the biggest mistakes companies make when scaling into enterprise? What are the biggest mistakes startups make with product-led-growth motions? Why does Guillaume believe it is impossible to analyse CAC/LTV in early companies? 3. Activation, Engagement and KPI Setting: What are the biggest mistakes companies and teams make in activation? What can growth and marketing teams do to guarantee engagement in prospects? Why are all KPIs not tied to revenue BS? 4. Hiring the Growth Team: What are the core characteristics of great growth hires? How quickly does it become apparent when you have made a bad growth hire? Why do founders make the best profiles when hiring your first growth hire? What are the biggest mistakes Guillaume has made when hiring for growth? 5. Why Growth is Like Venture: What is the secret to building a great growth portfolio? Why is it impossible to scale to $50M ARR with only one good channel? What is the right way to spread resources across channels? When is the right time to add new channels and diversify?
11/29/2023 • 1 hour, 4 minutes, 57 seconds
20VC: Keith Rabois and Mike Shebat on Creating an Olympian Mindset to Work Ethic, Why First-Time Founders are Better Than Serial Entrepreneurs, Why Remote Work Does Not Work, Why the Best Founders Always Start in their Teens & Why Companies are Cults?
Keith Rabois is a General Partner @ Founders Fund, one of the world's best venture funds with a portfolio including the likes of Facebook, SpaceX, Anduril, Tesla and many more. For the last 23 years straight, Keith has either invested in or founded a $BN company. Keith is also the Co-Founder and CEO @ Openstore, the company that will buy or run your Shopify business. Mike Shebat is the Founder and CEO @ Traba, the company providing industrial staffing when and where you need it. To date, Mike has raised $49M with Traba from some of the best including Founders Fund, General Catalyst and Khosla Ventures. In Today's Episode We Discuss: 1. What it Takes to Build a Great: Why does Mike expect everyone to work in office 12 hours per day, 4 days per week? At what point does an extra hour of work not lead to more output? What are the expectations in terms of emails, out of office, the weekends? Keith, from the 23 BN companies you have worked with, is this insane work ethic aligned to all of them? Which had it? What did not? What core components of PayPal's work ethic made it so strong? What does Keith mean when he says Linkedin could and should have been 5x bigger? 2. The Hiring Process for the Swat Team: What does the hiring process look like for this type of work environment? What are the signs that someone is really aligned to it vs faking it for the interview process? What have been Keith's biggest lessons on both compensation and title in the hiring process? Why does Keith believe that culture is like concrete? What are the biggest mistakes he has made on culture and what would he have done differently? 3. First-Time Founders, Innate Entrepreneurs & Europe's Failing: Does Keith agree the best founders always show signs of early entrepreneurship in their teens? Why does Keith prefer first-time founders to serial entrepreneurs? Why are they better? Why does Keith believe that Europe has not created a $100BN company since 1990? 4. Remote Work, Network Effects and Baseball: Why does Keith believe being great in venture is like baseball? Why does Keith and Founders Fund not invest in remote teams? How does he explain Gitlab? Why does Keith believe Airbnb has the best network effect he has ever seen?
11/27/2023 • 57 minutes, 25 seconds
20VC: AI's Biggest Questions: The Commoditisation of LLMs, Open vs Closed: Who Wins, Model Size vs Data Quality, Why Google are Vulnerable and Apple are the Dark Horse
Des Traynor is a Co-Founder of Intercom, and has built and led many teams within the company, including Product, Marketing, and Customer Support. Yann LeCun is VP & Chief AI Scientist at Meta and Silver Professor at NYU affiliated with the Courant Institute of Mathematical Sciences & the Center for Data Science. He was the founding Director of FAIR and of the NYU Center for Data Science. Emad Mostaque is the Co-Founder and CEO @ StabilityAI, the parent company of Stable Diffusion. Stability are building the foundation to activate humanity’s potential. Jeff Seibert is the Founder & CEO @ Digits, building the future of AI-powered accounting. Digits have raised funding from the likes of Peter Fenton @ Benchmark and 20VC. Tomasz Tunguz is the Founder and General Partner @ Theory Ventures, just announced last week, Theory is a $230M fund that invests $1-25m in early-stage companies that leverage technology discontinuities into go-to-market advantages. Douwe Kiela is the CEO of Contextual AI, building the contextual language model to power the future of businesses. Cris Valenzuela is the CEO and co-founder of Runway, the company that trains and builds generative AI models for content creation. Richard Socher is the founder and CEO of You.com. Richard previously served as the Chief Scientist and EVP at Salesforce. Before that, Richard was the CEO/CTO of AI startup MetaMind, acquired by Salesforce in 2016. In Today's Episode We Discuss: Foundational Models: Analysis Will foundational models become commoditized? Who are the major players? What are their different strengths? Who will win? Who will lose? How important is the size of the model vs the quality of the data? 2. Open vs Closed: What are the biggest pros and cons of an open ecosystem for LLMs? Why is it naive to think that open-source LLMs will prevail? What will determine which method wins? 3. An Analysis of the Incumbents: Why is Google the most vulnerable? What can they do to regain ground? Why is Apple the sleeping giant? How could they win the next wave of AI? What should Amazon do today to compete with Microsoft? 4. The Future: Doom and Gloom? Why is it ridiculous to assume AI systems want to dominate? Why will AI create a renaissance of creativity and human freedom? What role should regulation play in the advancement and progression of AI?
11/24/2023 • 33 minutes, 24 seconds
20VC: Why OpenAI Will Become an Infrastructure Play, Why Apple Will Win in an AI World, Why Google is the Most Vulnerable Incumbent, Will LLMs Be Commoditised, Which Startups Are Thin vs Thick Wrappers on Top of LLMs with Jeff Seibert, Founder @ Digits
Jeff Seibert is the Founder & CEO @ Digits, building the future of AI-powered accounting. Digits have raised funding from the likes of Peter Fenton @ Benchmark and 20VC. Jeff previously served as Twitter's Head of Consumer Product, a position he came to following the acquisition of his prior company, Crashlytics. Today, Crashlytics is the de-facto mobile crash reporting solution for iOS and Android and runs on over 6 Billion monthly active smartphones worldwide. In Today's Episode with Jeff Seibert We Discuss: 1. The Art of the Pivot: What are Jeff's biggest pieces of advice to founders pivoting? How do you know when you have enough data to make the decision to pivot? What are the single biggest mistakes founders make when pivoting? 2. AI: Who Wins and Who Loses: Why does Jeff believe that OpenAI will transition into an infrastructure play? What are the most significant challenges OpenAI will face moving forward? Why does Jeff believe that Apple are best positioned to win in an AI world? Why does Jeff believe that Google are the most vulnerable incumbent? What would Jeff do if he was CEO of Google? 3. LLMs: What Happens Now: Will we see the commoditization of LLMs? What are the biggest misconceptions people have on training and fine-tuning LLMs? Will we see LLMs increasingly specialise to vertical-specific models or will they remain horizontal? What is the difference between a thick and a thin wrapper when building on top of LLMs? 4. Angel Portfolio in Review: How many angel checks has Jeff written? How many failed? How many home runs? Does Jeff believe that company valuations are being kept artificially high? How did Jeff make 200x selling through the secondary market for a now failing company? What are Jeff's three biggest pieces of advice for angels today?
11/22/2023 • 58 minutes, 48 seconds
20VC: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | What Makes Truly Great Leaders and How They Give Feedback | Do VCs Really Add Value; Lessons from Hard Fundraises with Matteo Franceschetti, Co-Founder @ Eight Sleep
Matteo Franceschetti is the Co-Founder and CEO @ Eight Sleep, a company dedicated to fueling human potential through optimal sleep. To date, Matteo has raised over $160M for the business from the likes of Founders Fund, Ryan Petersen, Naval Ravikant, Kevin Hart, AROD and many more. In Todays Episode with Matteo Franceschetti We Discuss: 1. Why Did Sleep Need "Solving": Why did Matteo decide he wanted to spend decades of his life-solving sleep? If Matteo has known how hard it was going to be, would he do it again? What does Matteo know now that he wishes he had known at the start of the journey? 2. Hiring the Best Team: What is Matteo's playbook for hiring? What are the five questions that Matteo asks in every interview? What are big red flags? What are strong signals of great talent? If people have been let go in a RIFF, is that a concern? How does Matteo construct hiring panels? What vote count is enough for an approved hire? What are Matteo's biggest lessons on title and pay a new hire receives? What are some of Matteo's biggest lessons when it comes to firing people? 3. Funding the Business: What was the hardest round to raise? Why? Are investors justified in their skepticism of hardware? What are the single biggest pieces of advice Matteo would give to founders on raising? How impactful has it been having Keith Rabois and Founders Fund as an investor? Do VCs really add value? 4. Mastering Health, Sleep and Nutrition: How does your diet impact the quality of sleep you have? How does exercise and the time of exercise impact your sleep? What are some common rules on sleep that are BS and myths? What are some of the most non-obvious truths about getting great sleep?
11/20/2023 • 1 hour, 36 minutes, 11 seconds
20VC Will Seed Pricing Remain High | Where is the Funding Crunch? | Three Core Elements Required to Raise a Series B/C | Why AI is Like the Lottery Today | Why Now is the Best Time to be Investing in Crypto | Why Investors Do Not Want to Reprice Companies
Rebecca Kaden is a Managing Partner @ Union Square Ventures, one of the leading early-stage firms of the last decade with investments in Twitter, Twilio, Coinbase and many more. Nicole Quinn is a General Partner @ Lightspeed where she has led investments or sits on the board of Calm, Cameo and LunchClub to name a few. Eurie Kim is a Managing Partner @ Forerunner Ventures, the leading early-stage consumer fund. Eurie has led investments and sits on the board of Oura, The Farmers Dog, Curology and more. In Today's Roundtable We Discuss: 1. Seed Rounds: Is it even possible for traditional seed funds to play in a world of multi-stage funds investing so aggressively at the seed stage? Is seed immune to the macro environment? Will seed pricing remain as high as ever? What advice does the team have for seed founders approaching a Series A? What do they need? 2. Series A: How is the Series A market looking today? Is there a crunch at the Series A? To what extent are valuations compressed at the Series A? What 3 core elements do companies at the A stage, looking for a Series B next, need to focus on? 3. Series B and Beyond: Is the real crunch at the Series B? Why are down rounds so much better than structured rounds for companies raising? Will we see a wave of M&A in the next 12 months? 4. Crypto, AI and Hot Takes: Why is now the best time to be investing in crypto? Why is investing in AI a lottery right now? What is the most controversial thing that each believes today?
11/17/2023 • 40 minutes, 49 seconds
20VC: How to Survive and Thrive in a World of OpenAI, Are LLMs Being Commoditised, Where Does the Value Lie; Infrastructure or Application Layer, How Apple Could Win in a World of AI, How Amazon Could Threaten OpenAI and Why Google Struggle with Des Trayn
Des Traynor is a Co-Founder of Intercom, and has built and led many teams within the company, including Product, Marketing, and Customer Support. Today Des leads all Intercom’s R&D efforts, and parts of Intercom’s marketing. In Today's Episode with Des We Discuss: 1. From Consultancy to Founding a Unicorn: What was the founding a-ha moment for Des and the team with Intercom? Why does Des believe that most startup advice is BS and outdated in 5 years? What does Des know now that he wishes he had known when he started? 2. LLMs: The World is Not Equal: What does Des mean when he says the world of LLMs is not equal? How do the different LLMs very in quality, price and speciality? Does Des agree with Alex @ Nabla, "the best companies in the future will work with many LLMs at the same time and switch between them for different things"? To what extent does Des believe LLMs will be commoditised and it will be a race to the bottom? Would Des be a buyer of OpenAI at a $90BN price? Why not? 3. How to Survive in a World of OpenAI: What two simple questions will determine if Open AI will kill your existing business? What 3 criteria will determine if there is a new business to be built on top of OpenAI? What is the different between a thin layer on top of an LLM and a thick wrapper with real value? Which traditional incumbents are most vulnerable? What should they do in this new world? How long does it take for incumbents to really be impacted? 4. The Titans of Tech: Who Wins: Why does Des believe that Apple could be a massive winner in the next wave of AI? Why does Des believe that Google have not been impressive and failed to keep pace? Why does Des think OpenAI should be wary of Amazon? What could they do to threaten them? What opportunity does Facebook have here? How could Instagram and Whatsapp win? 5. Startup and Investing 101: Why does Des believe that every founder should write a blog post per week? Why does Des believe that most B2B marketing sucks? What makes great B2B marketing? What are Des' biggest lessons from the Hopin journey? How has Des' angel investing changed in the last year with the rise of AI?
11/15/2023 • 1 hour, 18 minutes, 9 seconds
20VC: Flexport's Ryan Petersen: Reflections on Leadership from 13 Years Leading Flexport, Why Velocity not Speed is Most Important in Company Building, How Money Creates Inefficiencies in Scaling, The Future of Trade with China & Why Remote Work is so Cha
Ryan Petersen is Founder & CEO @ Flexport, a leader in global supply chain technology. In 2022, Flexport moved more than $26 billion of merchandise. Over the last 10 years, Ryan has raised close to $2.5BN for the business with the latest valuation pegging the business at $8BN. Prior to starting Flexport, Ryan was the founder and CEO of ImportGenius, a premier provider of transaction data for the global trade industry. In Today's Episode with Ryan Petersen We Discuss: 1. The Origins of a Generational Defining Leader: What did Ryan want to be when he was growing up? How did scooters and motorbikes in China lead to the idea for Flexport? What does Ryan know now that he wishes he had known when he started Flexport? 2. Speed and Money: The Secrets To Execution: Does Ryan believe speed is key to execution? What is the difference between speed and velocity? What advice does Ryan have to founders who raise a lot of money? How should it impact hiring? What are the most common ways founders become inefficient post-fundraising? Why does Ryan look to invest in founders with jaded pasts and a chip on their shoulder? 3. The Art of Resource Allocation: Are the best CEOs the best resource allocators? What is the single best resource allocation Ryan has made? What did he learn? What is the worst? What did he learn? What have been Ryan's biggest hiring mistakes? How did that change his approach? 4. The Wider World: Is Ryan long or short on China? Why? Will we see global trade become nationalized? Why? Will we see interest rates raised further? What impact does that have on trade? What has been the impact of war on trade and the shipping industry? 5. Ryan Petersen: The Father and Husband: How has having kids changed how Ryan approaches leadership and management? How does Ryan juggle 2 young kids and leading a 2,500 person company? How does Ryan retain romance with his wife while also being a full-on CEO of a large co? Does money make you happy? What does it help with? What does it not help with?
11/13/2023 • 57 minutes, 33 seconds
20Sales: Five Lessons Scaling Snowflake to $1BN ARR, Why Customer Success is BS and Should Be Removed, Why All Sales Reps Should Do Eight Calls Per Week & Why You Should Hire a Head of Sales Sooner Than You Think with Chris Degnan, CRO @ Snowflake
Chris Degnan serves as Snowflake’s Chief Revenue Officer and has been with the company since 2013. Starting as employee #13 and Sales employee #1, Chris built a go-to-market strategy from the ground up, driving sustained high growth and global reach. Under his sales leadership, Snowflake has grown its annual product revenue from $0 to over $1 billion. Prior to Snowflake, Chris served in Sales leadership roles at EMC and Aveksa, and worked in enterprise sales at Informatica and Covalent Technologies (acquired by VMware). In Today's Episode with Chris Degnen We Discuss: 1. From SDR To World Leading CRO: How did Chris first make his way into the world of sales? What does he know now that he wishes he had known when he started in sales? What are the single biggest mistakes young sales people make today scaling their careers? 2. The Secret to Hitting Quota in Sales: Why does Chris believe all reps need to do 8 customer calls per week? How do the best sales reps approach sales prospecting today? Is cold outbound dead? How does Chris advise his teams on cold calls and emails? What are the best reasons reps should say no to customers? Should reps be discounting today? What is an acceptable level? 3. Sales and Product: The Most Important Relationship: Why does Chris believe sales and product is the most important relationship? What can leaders do to ensure sales and product communicate effectively? How does Chris use sales calls today both with his sales team and with product? What are the single biggest reasons comms between sales and product breaks? 4. Mastering Sales Leadership: How does Chris approach sales forecasting? What works? What does not work? Does Chris celebrate when quota is hit? How do you find the balance between pushing further and harder but also celebrating the wins? How do the best sales leaders train and develop their talent? What do the worst do? 5. Customer Success is BS: Professional Services for the Win: Why does Chris believe that customer succeed is BS and you should get rid of it? Why are professional services so much better? How should the org be structured then when removing CS and adding professional services? Who is then responsible for upsell?
11/10/2023 • 57 minutes, 47 seconds
20VC: From Leading the BBC to Leading Venture Capitalist, The Biggest Similarities and Differences Between the Best Founders and the Best Actors & The Future of Media; Legacy vs New, The Creator Economy, The Rise of TikTok and more with Danny Cohen
Danny Cohen is the President of Access Entertainment, a division of Len Blavatnik's Access Industries. Access Entertainment’s corporate investments include film and television studio A24; Europe’s fastest-growing company Tripledot Studios; creator economy leader Spotter; and a new immersive arts’ experience launched in collaboration with David Hockney and Lightroom. Before joining Access, Danny was the Director of BBC Television where he had responsibility for all of the BBC's network channels and the greenlighting and production of the BBC's drama, entertainment, comedy, arts, history, science, educational content and documentary. In Today's Episode with Danny Cohen We Discuss: 1. From Leading the BBC to Investing for Len Blavatnik: How did Danny make his way from leading the BBC to investing for Len @ Access? What was he most nervous about when making the transition to investing? What has been the hardest investing skill to learn? 2. Great Founders are Like Great Actors: What are the biggest similarities in what makes the best founders and the best actors? How are the best founders different from the best actors? Why does Danny believe the risk that an actor takes is so different to the risk founders take? How does Danny feel both founders and actors can and should be managed? 3. The Future of Media: What does Danny mean when he says he looks for "eyeballs and attention" when investing? How does legacy media respond to the threat created by social media today? How does AI change the future of content creation and distribution today? How do the strikes in Hollywood impact the future of content supply? 4. Marriage, Children and Loneliness: Why does Danny believe that loneliness will continue to be the biggest problem we face? What are Danny's biggest pieces of advice from 17 years of happy marriage? Why did Danny decide to not have children? What did that decision-making process look like?
11/8/2023 • 50 minutes, 43 seconds
20VC: From $4.1BN to $142M Market Cap; Why Public Markets Have Written Allbirds Off, What Allbirds Need to Do to Get Profitable, Why Growth has Slowed and The Bull Case for Allbirds Next Five Years with Joey Zwillinger, Co-Founder @ Allbirds
Joey Zwillinger is the Co-Founder & CEO @ Allbirds, the company behind the world's most comfortable shoe. In Nov 2021, Joey took the company public and the stock soared to an all-time high of $4BN, today the company has a market cap of $137M. Prior to Allbirds, Joey spent six years at biotechnology firm, Terravia, leading its renewable chemical business, developing and selling high-performance algae-based chemicals into various industries such as CPG, personal care, and industrials. In Today's Episode with Joey Zwillinger We Discuss: The Founding Moment: How did Joey's wife's friendship lead to the co-founding of Allbirds? What does Joey know now that he wishes he had known at the founding moment? What does Joey believe he is running away from? What is he running towards? 2. Public Market Performance Review: Why has Allbirds lost 97% of it's value since going public? What mistakes were made? Why has revenue declined for the first time this year? What strategic investments have Allbirds pulled back on or paused entirely? When will Allbirds be profitable? 3. The Competition: How do Allbirds compete and catch up with On and Hoka? What strategic mistakes did Allbirds make in COVID that allowed others to take the crown? Was the movement into running and athletics a mistake for Allbirds? 4. Joey Zwillinger: The Leader and Person: Did Joey take secondaries out during the Allbirds journey? How does Joey reflect on his own relationship to money? How has Joey dealt with the last 12 months personally? How does he manage the stress effectively?
11/6/2023 • 44 minutes, 51 seconds
20VC Roundtable: Why Early Stage Founders Should Not be Investing, Why Great Founders Have Low EQ, How the Structure of VC Firms Will Change, Will Founder-Led Funds Compete with Sequoia & Is Investing a Team Sport?
Jack Altman is the Founder and CEO @ Lattice, the #1 people management platform, last valued at $3BN. Jack is an investor through his founding of Jack Altman Capital where he has invested in WorkOS, NexHealth, Owner.com, Mercury and more. Auren Hoffman is the Founder and CEO @ Safegraph, the most accurate database of global points of interest, last valued at $550M. Auren is an investor through his founding of Flex Capital where he has invested in Chime, Checkr, Coinbase, Flexport, Vercel and more. Jason Lemkin is the Founder and CEO @ SaaStr, the world's largest SaaS community. Jason is an investor through his founding of The SaaStr Fund. In the past, Jason has invested in Pipedrive, Algolia, Salesloft, Front, GreenHouse, Owner.com, Gorgias and more. In Today's Episode on Founder-Led Funds We Discuss: Why have we seen the rise of "Founder-led Funds"? Are founder-led funds more empathetic to the founders they invest in? How do founder-led funds source and pick investments in a way that traditional VC does not? Will we see founder-led Funds truly compete against the Sequoias of the world? How does being an operator make you a better investor? How does investing help you be a better founder and operator? How do you communicate your investing practice and firm to your company and team? What are the biggest excitements and concerns LPs have for Founder-led Funds? Will we see the face of venture changing much more broadly and structurally? How do founder-led funds manage both time and company conflicts?
11/3/2023 • 49 minutes, 53 seconds
20Product: Why You Should Not Go Into Product Management, Why the CEO is Always the CPO, How to Build the Best Product Teams & Why You Should Hire People Who Aren't In Product Already with Databricks SVP Product, David Meyer
David Meyer is the SVP Products at Databricks where he drives product strategy and execution. He previously ran Engineering and Product Management at OneLogin, where he grew the company to thousands of customers and market leadership. Before OneLogin, he cofounded UniversityNow, an accredited open university system, running Product and Engineering. Prior to that, David managed a $1 billion portfolio of business intelligence products at SAP and co-led cloud strategy. His first software journey was at Plumtree which went public before being acquired by BEA in 2005. In Today's Episode with David Meyer We Discuss: Entry into Product: How did David make his way into the world of product? Why did he not want to go into it? Why does David advise everyone "do not go into product management"? What does David know now that he wishes he had known when he entered product? 2. How to be a Great Product Leader: Why does David think most leaders suck at leading? Why is the most important thing to make your team feel seen? What can leaders do to ensure this? Why does David help his team members to find other roles outside of the company? 3. Building the Best Product Team: How does David hire for product today? What questions does he ask? What signals does he look for? What are David's biggest hiring mistakes? How did they change his approach? What are the biggest mistakes founders make when hiring for product? Why should you hire people who are not in product today? 4. David Meyer: The Art or Science of Product: Is product more art or science? If David were to put a number on it, what would it be? Is simple always better when it comes to product? Will AI remove the importance and focus on UI? Why are the most impressive companies business model innovations not product innovations?
11/1/2023 • 1 hour, 2 minutes, 4 seconds
20VC: Should Large Crypto Funds Give Money Back to LPs | What Will the Next Generation of Crypto Funds Look Like | What Should Happen with FTX; Who Should be Held to Account | The Future of NFTs & What Happens to Opensea w/ Nick Tomaino @ 1confirmation
Nick Tomaino is the Founder and General Partner @ 1confirmation, one of the leading seed firms fueling the decentralization of the web and society. The fund started with $26M in backing from individuals including Peter Thiel and Mark Cuban and it has been reported that the firm now has over $1B in assets under management. Nick has led seed investments in OpenSea, dYdX, SuperRare, Polkadot and Cosmos among others. Prior to 1confirmation, Nick was a Principal @ Runa Capital and before that led business development and marketing at Coinbase in the early days of the company. In Today's Episode with Nick Tomaino We Discuss: From Cryptokitties to founding the Leading Seed Crypto Firm: How did Nick first come into contact with crypto and bitcoin specifically? How did getting fired from Coinbase catalyse his move into venture? What does Nick know today that he wishes he had known when he started investing? 2. The Landscape Today: Funds and SBF Are the current generation of crypto funds too large? Should they give money back to their LPs? Will the next generation of crypto funds be smaller? Are any crypto funds able to raise right now? Why does crypto Twitter hate crypto VCs? Who are the worst VCs for pump and dump? 3. SBF & FTX: What Actually Happened, Who is to Blame, What Happens from here? What is the biggest misconception on SBF and FTX today? Who should be held accountable? What else would Nick like to see? How should FTX change the way that LPs invest into venture managers? 4. How to Build the Best Crypto Portfolio in Venture: How large are the funds? How does Nick determine the right size for a fund? How many investments does Nick make per fund? How do loss rates look in crypto? What have been Nick's biggest investment hits and losses? How did that impact his mindset? 5. The Future for NFTs and Opensea: Why does Nick remain bullish on the future of NFTs? How is Nick able to remain optimistic about the future of Opensea given their volumes? Where does Nick believe the fair price for Opensea should be today? Did Nick sell their Opensea at the $13Bn round?
10/30/2023 • 55 minutes, 49 seconds
20VC: The Three Types of Seed Round Today, Why Seed Has Never Been More Competitive, Why Pricing Has Never Been Higher, Why Boards at Pre-Seed Can Be Helpful & How Too Much Cash Too Soon Can Harm Companies with Ed Sim, Founder @ Boldstart
Ed Sim is one of the best seed round investors in venture as the Founder and Managing Partner @ Boldstart, Ed focuses specifically on developer, infra and SaaS at pre-seed and seed round. Over the last decade, Ed has backed some of the best including Snyk, BigID, Kustomer, Front and Superhuman. In Today's Episode on Seed Rounds We Discuss: The Three Types of Seed Round: What are the three different types of seed round today? Has seed ever been this competitive? Will seed be unimpacted by the macro decline we are seeing? Why are growth and multi-stage funds being more active than ever in seed? 2. Too Much Cash Will Kill You! Why does Ed believe that too much capital can kill companies at the seed round? Why does Ed believe that the best founders are not always optimising for the highest price? What are the single biggest negatives of taking a high price at the seed round? What advice does Ed have for founders who have large offers from multi-stage funds at seed? 3. Is Growth Dead? Why does Ed disagree and suggest that growth is not dead? What do multi-stage and growth funds now what to see that they did not before? How will the growth market evolve over the next 12-18 months? 4. IPOs, AI and M&A: What will cause the IPO windows to crack open again? Why does Ed believe that many investing in AI are simply giving money to Nvidia? Does Ed agree that 95% of the cash going into AI from venture today will go to zero? Will we see more or less M&A in the next 12 months? How did Ed evaluate the Loom acquisition by Atlassian?
10/27/2023 • 47 minutes, 48 seconds
20Growth: Should Startups Hire Advisors? When is the Right Time? How Much Should They Be Paid? How Should Founders Approach the Hiring Process for Advisors? What Should They Expect From Them? What are the Biggest Mistakes Made and more with Ely Lerner
Ely Lerner is an EIR at Reforge and an advisor for startups transitioning from traction to hypergrowth. Previously he was Head of Consumer Product at Chime, and before that spent an incredible 8 years at Yelp in a number of different roles including Head of Product at Eat24, and Product Leader/GM at Yelp. In Today's Episode with Ely Lerner We Discuss: 1. Entry into Growth: How did Ely make his way from engineering manager to growth leader? What are a couple of his single biggest takeaways from his time with Yelp and Chime? Why do employees in large companies have to have P&L ownership when innovating within the larger company they are in? 2. Advisors: What, When and How: What are the three different types of advisors founders can work with today? When is the right time to engage with each of them? Should the advisor have had direct experience with the problem you need help with? How should these advisors be compensated; what is normal? What are 1-2 of the biggest reasons startup advisory roles do not work out? 3. Offense vs Defence: The Tricky Balance: What is the difference between offense and defense in product strategy? What should the resource allocation be between the two? What is the right amount of offensive strategies to have on at the same time? How can leaders prevent their defensive teams from feeling like second-class citizens? 4. Ely Lerner: AMA: Why does Ely disagree with many and suggest that horizontal products do have a core ICP? Should growth teams sit on their own or within functions in the org? What are the core reasons teams fail to ship fast? What state should your data be in when you bring in your first growth hire?
10/25/2023 • 51 minutes, 37 seconds
20VC: Scaling to $50M ARR in 3 Years, Scaling to $20M ARR with Just $2M Invested; The Story of PhotoRoom, Is This YC's Most Capital Efficient Company with Matthieu Rouif, Co-Founder & CEO @ PhotoRoom
Matthieu Rouif is the Co-Founder and CEO @ PhotoRoom, one of the fastest-growing YC companies having scaled to an astonishing $50M in ARR in just 3 years. Their capital efficiency is immense having scaled to $20M in ARR on just $2M of invested capital. Prior to founding PhotoRoom, Matthieu founded several start-ups, including an app for ski resorts, HeyCrowd, and Replay, a video editor which was ultimately acquired by GoPro. Whilst at GoPro, Mattheiu led all image editing products. In Today's Episode with Matthieu Rouif We Discuss: From GoPro to One of YC's Fastest Growing Companies: How did Matthieu make the move from GoPro to founding PhotoRoom? What are the big mistakes Matthieu made on prior companies that he did differently with PhotoRoom? What does Matthieu know now that he wishes he had known when he started PhotoRoom? 2. Scaling to $20M in ARR with $2M of Cash: What allowed Matthieu and PhotoRoom to be so capital-efficient in their scaling? What are the biggest mistakes founders make when it comes to resource allocation and capital efficiency? On reflection, what did Matthieu not spend money on that he wishes they had spent money on? 3. Consumer Subscription + Photo Editing: Is it a Good Business: What are the customer acquisition costs by channel for PhotoRoom? What are their payback periods on a per-customer basis? How can it be a good business when the churn rate annually is 30-40%? How does this space play out with Canva, Adobe, Veed, Kapwing? Who wins? 4. The Future of AI: Who wins; incumbents or startups? What matters more; data size or model size? Will UI be more or less important in an AI-first world? Why does Matthieu believe that everyone hates command line prompts? Will we see $BN revenue companies created with just 10 people?
10/23/2023 • 43 minutes, 46 seconds
20VC: NEW FORMAT: Harry Stebbings on Why Seed Pricing is as High as Ever, Why Series A is the Best Place to Invest Today, Why Growth Founders Need to Reshape Expectations, Why M&A Windows Remain Shut and When Will IPO Windows Crack Open
Harry Stebbings is the Founder of 20VC, building the next great financial institution at the intersection of media and venture capital. 20VC has reached over 125M downloads in 100+ countries and has featured the likes of Doug Leone, Bill Gurley, Marc Benioff, Daniel Ek and more. On the investing side, Harry has raised over $400M and made investments in the likes of Pachama, Linear, TripleDot, Superhuman, AgentSync, Linktree, Sorare and more. In Today's Episode We Cover: Are LPs Open for Business: How has what LPs look for in new manager investments changed? What type of funds will be able to raise? Which will not be able to raise? What can managers do to significantly increase their chances of raising a new fund? 2. The Seed Investing Landscape: Harder Than Ever Why is seed pricing as high as ever? Why are multi-stage funds more active in seed than ever? How does this impact seed? How will seed change and evolve over the next 6-12 months? 3. Series A + B: The Best Place to be Investing Why is Series A the best risk/reward insertion point when investing today? How has the competition level at Series A and B changed? What do many people not see or know about this stage of the market today? 4. Is Growth Dead: Are Growth Deals Getting Done: What two core elements are needed if you want to raise a growth round today? How have growth round valuations been impacted over the last 12 months? To what extent do founders need to change their expectations on the price of rounds they will be able to get done today? 5. M&A and IPOs: Tough Times Ahead Why will we see continued low levels of activity in M&A markets? What acquisitions are we seeing take place? When will the IPO window crack open? Why were Klaviyo, Instacart and Arm not enough to open the windows?
10/20/2023 • 27 minutes, 35 seconds
20VC: Are LPs Open For Business? What Does it Take to Raise a Fund Today? How Has What LPs Want to See in Fund Investments Changed? Why Do LP Incentive Mechanisms Need to Change? Which Funds Will be Hit Hardest with Beezer Clarkson @ Sapphire Partners
Beezer Clarkson leads Sapphire Partners‘ investments in venture funds domestically and internationally. Beezer has invested in some of the best firms of a generation including USV and Point Nine to name a few. Beezer began her career in financial services over 20 years ago at Morgan Stanley in its global infrastructure group. Prior to joining Sapphire in 2012, Beezer managed the day-to-day operations of the Draper Fisher Jurvetson Global Network, which then had $7 billion under management across 16 venture funds worldwide. In Today's Episode with Beezer Clarkson We Discuss: LP Landscape: WTF is Going On: Are LPs really all closed for business? What has changed in what LPs want to see from managers they are looking to invest in? What has changed about the size and pace of new commitments for LPs? Are all LPs moving away from growth? 2. 2020-2022: Years in Review: Are LPs frustrated by managers who reduced deployment timelines to 12-18 months? Are LPs frustrated with managers who did not take liquidity when they could have done? How does Beezer advise managers on when and how to take liquidity in their best positions? Are managers accurately marking their portfolios to their LPs today? Why does Beezer believe the incentive mechanism for LPs is broken today in many ways? 3. How To Build a Top Decile Firm: Why does Beezer believe if you want to have the best returns, you have to have one company that returns the fund? Can you not do it with multiple half-fund returners? Is ownership core to all the best firm's top performance? Is it the size of outcome or the size of ownership that drives the best performance across the board? What does data show on how the best funds take significant risk? What are their loss ratios? What are the core tradeoffs to Beezer between scaling AUM and providing top decile returns? 4. LP Markets: The Times They are a Changing: Does Beezer believe LPs will remain cold on large $1BN+ growth firms? Which segments of the market are hot? Which are cold? What are the most significant changes we will see in the LP markets moving forward? Is today the new normal or are we in a downturn that we will come out of?
10/18/2023 • 49 minutes, 45 seconds
20VC: The Two Biggest Mistakes Every Founder Makes, Why Founders Are Not Ambitious Enough Today, Why Having a Narrow Target Customer is Dangerous & The Three Possible Outcomes in Company Building with Matthew Prince, Co-Founder @ Cloudflare
Matthew Prince is the co-founder and CEO of Cloudflare, on a mission is to help build a better Internet. Matthew has scaled Cloudflare to over $1BN in revenue, $20BN in market cap, and over 3,200 employees. Today the company runs one of the world's largest networks, which spans more than 200 cities in over 100 countries. Matthew is a World Economic Forum Technology Pioneer, a member of the Council on Foreign Relations, winner of the 2011 Tech Fellow Award, and serves on the Board of Advisors for the Center for Information Technology and Privacy Law. In Today's Episode with Matthew Prince We Discuss: 1. From Selling Fireworks to Public Company CEO: How did Matthew first make money selling fireworks as a kid? Does Mathew believe in the trope "you have to love what you do"? What does Matthew know now that he wishes he had known when he started Cloudflare? 2. Money, Identity and Happiness: Why does Matthew feel many of the most successful founders lose their way when they leave their companies? How does he assess Gates, Bezos and others? Does Matthew tie his own identity to Cloudflare and the success of the company? How does Matthew evaluate his own relationship to money today? How has it changed over time? How does Matthew keep score today on how he is doing? What is success to Matthew? 3. The Three Outcomes for Companies Today: What are the three outcomes available to companies today? What is the worst and why? What are the two biggest mistakes Matthew sees founders make today? Why does Matthew know that diverse teams are more successful? What is the proof? What is Matthew's single biggest advice to founders when it comes to selecting a co-founder? 4. Focus is BS: You Have to Have Mega Ambition: Why does Matthew believe it is BS to have a very specific target customer from the offset? What does Matthew believe are the benefits of not having an ICP in the early days? What are the biggest pieces of VC advice to founders that Matthew knows to be wrong?
10/16/2023 • 54 minutes, 6 seconds
20VC: Israeli Resilience From Tech and Beyond with Michael Eisenberg and Adi Levanon
Michael Eisenberg spent 15 years as a General Partner @ Benchmark working alongside Bill and the Benchmark partnership. Following Benchmark, Michael co-founded Aleph, one of the leading Israeli venture funds of the last decade with a portfolio including Lemonade, Melio and HoneyBook, just to name a couple of Aleph’s unicorns. Adi Levanon is the Founder & Managing Partner @ Selah Ventures, a solo-GP-founded venture fund investing $500k checks into AI-based solutions that enhance financial services, healthcare organizations, fintechs, and SMBs, with a focus on founders in the US and Israelis globally. In Today's Episode on Israeli Resilience We Discuss: Where are we at today? What is it like on the ground, today? Have the international community reacted as expected? What more can be done? What does it mean to be called up for "reserve"? How are companies dealing with 25% of their teams being called into the armed forces? Are VCs investing still? Does work carry on? Whose reactions are exemplary and we should look to follow? Whose have been woeful and should be called out? What are the single biggest misconceptions of the situation? What can people do to help? What can be done?
10/12/2023 • 44 minutes, 18 seconds
20VC Roundtable: Are IPOs Back? Is Growth Dead? What Does it Take to Raise a Growth Round Today? How Do VCs Solve The Liquidity Challenge? Will We See a Massive Resetting of Valuations? AI Hype Growth Rounds?
Deven Parekh is a Managing Director at Insight Partners, one of the leading investing franchises of the last 25 years. Deven has made more than 90 investments since joining in 2000 including in the likes of Twitter, Alibaba, JD.com, Chargebee and Automattic (WordPress) to name a few. Woody Marshall is a General Partner @ TCV, one of the most successful growth funds of the last decade with a portfolio including the likes of Facebook, AirBnB, Spotify, LinkedIn and many more incredible companies. Jason Lemkin is the Founder @ SaaStr one of the best-performing early-stage venture funds focused on SaaS. In the past, Jason has led investments in Algolia, Pipedrive, Salesloft, TalkDesk, and RevenueCat to name a few. In Today's Episode We Discuss: 1. The Growth Landscape Overview: Is growth dead? Are any growth deals getting done? How has the price changed for growth deals that are getting done? Which type of growth companies will vs will not be able to raise? What happens to all of the growth companies with $300-$500M in cash but little revenue? 2. The Great Reset: Valuations Need to Change: Why should companies be actively resetting their valuations? What are the benefits? What will happen between VCs and LPs when there is no incentive for VCs to reset their portfolio valuations when they need to go out and raise from those same LPs? Structure is often part of these valuation resets, is structure to rounds always bad? When is it good? What type of structure is acceptable vs unacceptable? 3. Are the Public Markets Creeping Open: Should we take comfort from ARM, Instacart and Klaviyo and assume the public markets are going to open again? If not, what will cause them to open? How should we analyze the performance of the IPOs above? Many have been negative, are they right to suggest this is not the response we wanted? Why does Woody believe, like Instacart taking a 75% discount to their last round, we should have more and more companies go public at discounts to their last private round? 4. Late Stage Growth is Dead and Revenue Multiples: Why is late-stage growth dead? How long do we think this will last? How should we assess revenue multiples today? New normal? Same as always? How will revenue multiples look in 12 months from now? How should we analyse the large late stage growth rounds for hyped AI companies? What happens there?
10/11/2023 • 50 minutes, 42 seconds
20VC: Atlassian Co-Founder Scott Farquhar on The Biggest Lessons Scaling Atlassian to $50BN Market Cap; The Four Roles of the CEO, The Funding Round That Net Accel $6BN, The Regrets of Omission and Commission & The Honeymoon Cut Short
Scott Farquhar is the Co-Founder & Co-CEO @ Atlassian. Scott co-founded the company with his university friend, Mike Cannon-Brookes, in 2002 from Australia. Over an incredible 20-year journey they have grown to a market cap of $50BN today, over 11,000 staff globally and serving over 260,000 customers. Scott is also a co-founder of Skip Capital, a private investment fund with a portfolio including Figma, Snyk, Canva and more. In Today's Episode with Scott Farquhar We Discuss: 1. The 20-Year Journey to $50BN Market Cap: How did Scott first make his way into the world of tech and come to co-found Atlassian? What does Scott know now that he wishes he had known at the beginning? From 20 years with Mike, what is Scott's biggest advice on choosing your co-founder? 2. The Fundraising Masterclass with Atlassian: An emergency phone call, a honeymoon cut short; how did the first funding round for Atlassian come to be? Where was the business revenue-wise at the time? Why did Scott not like the traditional fundraising process? What did he do to add game theory and ensure that they got the best deal as a company? Why did Scott choose Accel with their offer? How did Peter Fenton lose a $3BN deal with Atlassian? 3. Lessons Scaling Atlassian to $4BN in Revenue: What does Scott believe are the 4 core roles of the CEO? Is resource allocation the most important? What are the single biggest acts of commission and omission that Scott regrets? What are the biggest lessons Scott has from shutting down Stride, their Slack competitor? 4. Scott: The Father, Husband and Philanthropist: What does great fatherhood mean to Scott today? What is the secret to a truly successful marriage? How does Scott assess his relationship to money today? How has it changed with time? How does Scott think about bringing children up in a world of affluence and abundance? Fun Fact: Every single 20VC episode is recorded with Riverside.FM. It is the one product that I could not live without. Try it today here (https://creators.riverside.fm/20VC) and use the code 20VC for 15% off.
10/9/2023 • 53 minutes, 1 second
20VC: Why Great Companies are Defined by How Many Things They Say No To, Why Being First Does Not Matter & Why Market Over Traction or Team is the Most Important Thing with Guillermo Rauch, Founder & CEO @ Vercel
Guillermo Rauch is the Founder and CEO @ Vercel, giving developers the frameworks, workflows, and infrastructure to build a faster, more personalized Web. To date, Guillermo has raised $312M from Accel, Bedrock, Greenoaks, GV and more. Prior to founding Vercel, Guillermo co-founded LearnBoost and Cloudup where he served the company as CTO through its acquisition by Automattic in 2013. In Today's Episode with Guillermo Rauch We Discuss: 1. From Argentina to SF: The Boy Making Money Online: How did Guillermo first get into computers and start making money online? Does Guillermo still believe the US and SF offers the same opportunities it did when he came? Did Guillermo feel the weight of responsibility of providing for his family at a young age? 2. Timing, Markets and Narrative Violations: Why does Guillermo believe it does not matter being first but being right? Why does Guillermo believe the most important thing for a company is market selection? Why does Guillermo believe it is crucial that founders and companies have "narrative violations"? 3. The Future of AI: What model will win in the future; open or closed? Where does the value accrue; startups or incumbents? How will the SaaS business model change in a world of AI? 4. Silicon Valley's Most Successful Angel You Did Not Know: What are some of Guillermo's biggest lessons from angel investing? What is his single biggest miss? How has it changed how he thinks? What have been his biggest hits? How did they impact how he thinks about what it takes to win?
10/6/2023 • 58 minutes, 45 seconds
20Sales: Why the Founder Should Not Be the One to Create the Sales Playbook, Why You Should Hire a Sales Leader Before Sales Reps & Why You Should Not Hire Sales Leaders From Big Companies with Matt Rosenberg, CRO @ Grammarly
Matt Rosenberg is Grammarly’s Chief Revenue Officer and Head of Grammarly Business. He leads all B2B revenue, operations, and growth for Grammarly Business, Grammarly for Education, and Grammarly for Developers. Previously, as CRO of Compass, he took the company into the Fortune 500 and contributed to a more than eightfold increase in business growth. Prior to Compass, Matt served as Eventbrite’s CRO leading them to become the largest event platform in the world by event count. In Today's Episode with Matt Rosenberg We Discuss: 1. From Miserable Lawyer to World Beating Sales Leader: How did Matt make the transition from lawyer to sales leader? What does Matt know now that he wishes he had known when he started in sales? What are Matt's biggest pieces of advice for anyone who wants to make a career change and is lacking confidence? 2. The Playbook and Hiring The Team: How does Matt define the "sales playbook"? Should the founder be the one to create and execute V1 of the playbook? Should the first sales hire be a rep or a sales leader? When is the right time to make that all-important first sales hire? 3. Discounting, Champions and Urgency: What can sales team do to create urgency in deal cycles? What works? What does not? How does Matt approach discounting? When to do it vs when not to? What level is acceptable? What are the biggest secrets to creating champions within prospects? Why does Matt believe that deals are won and lost in prospecting? 4. Developing Great Sales Talent: How does Matt use sales call recordings to train teams? What is his 3x3 matrix for coaching calls? What is a good reason to lose a deal vs a bad reason? How does Matt do deal reviews? What are the single biggest elements sales leaders can do to nurture sales talent? What are the biggest mistakes sales leaders make when developing talent internally?
10/4/2023 • 50 minutes, 41 seconds
20VC: The Services Model of Venture Capital is Broken, The Best Founders Do Need Help, The Most Important Signals to Assess When Meeting Founders & Why Kids Bring Less Happiness and More Joy with Phin Barnes @ TheGP
Phin Barnes is the Co-founder and Managing Partner of The General Partnership (TheGP), a venture capital firm that’s redefining what partnership means for founders. Previously, Phin spent over a decade at First Round Capital, where he was responsible for over 60 investments including Blue Apron, Notion, Clover Health, Gauntlet and Persona. Before First Round, he created an independent video game company and before that was an early employee at AND 1 Basketball where he helped scale the brand from $15 to $225 million in revenue and served as the Creative Director for Footwear. In Today's Episode with Phin Barnes We Discuss: From Creative Director to Venture Capitalist: How did Phin make his way into the world of venture having been a Creative Director at a basketball brand? What does Phin know now that he wishes he could tell himself on his first day in venture? What are 1-2 of Phin's biggest lessons from his 10 years at First Round which shapes how he invests? 2. The Venture Capital Model is Broken: Why does Phin believe the current services model of venture is broken? Do the best founders need your help? What have been some of the biggest lessons in what the best founders want from their VCs? What happens to this generation of firms with massive support teams? Do VCs use these support teams merely to justify massive fund size scaling to LPs? 3. The Venture Landscape Today: How can we compete in a seed landscape of $5M on $25M against large multi-stage firms? What founders types are attracted to big brands? What founder profiles are taken in by large rounds and high prices? Is Phin more or less excited about seed-stage investing now than he has been before? 4. Investing Lessons 101: What is Phin's biggest hit? How did seeing their success impact his mindset? What is Phin's biggest loss? How did the loss impact how he views investing? Traction, team, market; how does Phin rank the three in prioritisation? What should all young people know when entering the venture landscape?
10/2/2023 • 1 hour, 1 minute, 59 seconds
20Product: Why Product Memes Are More Important Than a Product Roadmap, Why Writing is the Essential Skill for Product People, How AI Changes The Role of Product, Big Mistakes Founders Make When Hiring Product Teams with Kevin Niparko, VP Product @ Twilio
Kevin Niparko is the VP of Product @ Twilio. Kevin joined Twilio through the acquisition of Segment where he spent an incredible 8 years in numerous different roles including as Head of Product. Before entering the world of product, Kevin was a Management Associate at the world-renowned, Bridgewater Associates. In Today's Episode with Kevin Niparko We Discuss: 1. From Bridgewater to Head of Product: How Kevin made his way from the world of asset management and analytics to leading product teams? What are 1-2 of Kevin's biggest takeaways from his time at Bridgewater with Ray Dalio? How did the 8 year journey with Segment leading to their $3BN acquisition impact his approach to product? 2. What Makes a Great Product Person: Does Kevin believe that product is more art or science? If he were to put a number on it? What would it be out of 100? Why does Kevin believe that all product people should learn to write? Why does Kevin believe that the best product people are generalists and not specialists? Why does Kevin think that analytics is an insanely good start for product people? 3. How to Hire the Best Product People: How does Kevin approach the hiring process for product hires today? What are the non-obvious traits of hires he looks for? How does he test for them? Does Kevin use case studies? Where do many fall down? What do the best do? 4. Product Reviews: Good vs Great: How often does Kevin do product reviews? Who is invited? How have product reviews changed in a world where the company is now fully remote? What is the difference between good and great product reviews? What is the single best product decision Kevin has made? What did he learn? What is the worst product decision Kevin made? How did that change his approach?
9/29/2023 • 46 minutes, 3 seconds
20VC: "How Being a Founder Almost Killed Me"; We Have Lied to a Generation of Founders | The Hardest Truths About Being a Founder Revealed | Why AI Co-Pilot is BS, Seat Pricing is Over & User Interfaces are Stupid with Christian Lanng
Christian Lanng is the Founder and Former CEO @ Tradeshift, a company he took from garage to unicorn raising over $900M for with a latest price of $2.7BN in 2021. Just last month, Christian stepped away from the company and is now Chairman @ Beyond Work, building a better work experience through AI native software. In Today's Episode with Christian Lanng We Discuss: 1. Burnout: When it Hits: How did Christian know when something was really seriously wrong? What were the signs? How did being a founder literally almost kill Christian? How was that not a wakeup moment? How does being a founder make you so out of touch with reality? 2. The Things We Are Never Told: Why does Christian think one of the biggest crimes is the myth that everyone can be a founder? What are the single biggest things about VCs that founders are not told? Why does Christian believe fundraising is absolutely a game? What are the rules to win it? What makes the best VCs? What makes the worst VCs? Why does Christian not like to take a discount for a brand name VC? 3. The Chaos That Happens Inside a Company: Why does Christian believe politics should not be discussed within companies? What are Christian's biggest lessons on working with friends? Why after 14 years does Christian only have 3 friends that still talk to him? How did Christian fire 50% of his leadership team and productivity not change at all? Why does Christian believe US startups are inherently better than European ones? 4. Parenting and Relationship to Money: Does Christian regret not being a present father for his child when building Tradeshift? What are the two options as a founder you have when bringing up kids? Was Christian scared to leave Tradeshift? How does he reflect on his relationship to money? 5. AI: Co-Pilot is BS, The Future Business Model and more... Why does Christian believe co-pilot is the last dying breathe attempt from incumbents? Why does Christian believe that per-seat pricing will die? What will replace it? Why does Christian believe that AI will negate the importance of consumer-facing brands? In what way does Christian believe that UI is total BS? How does it change over time?
9/27/2023 • 1 hour, 9 minutes, 21 seconds
20VC: Marc Benioff on The Future of San Francisco and What He Would Do if in Charge? Marc Benioff's Five Step Process to Priorities and Why Money Does Not Make You Happy & Work From Home vs In-Person; How to Manage in Changing Worlds
Marc Benioff is Chair, Chief Executive Officer and Co-Founder of Salesforce and a pioneer of cloud computing. Under Benioff's leadership, Salesforce is the #1 provider of CRM software globally and one of the world's fastest-growing enterprise software companies. Benioff founded Salesforce in 1999, and it is now a Fortune 150 company with 70,000+ employees. Benioff is the owner and co-chair of TIME, and the founder of TIME Ventures. Benioff is the author of the New York Times bestseller Trailblazer: The Power of Business as the Greatest Platform for Change. Benioff was named “Innovator of the Decade” by Forbes and is recognized as one of the World’s 25 Greatest Leaders by Fortune. In Today's Episode with Marc Benioff We Discuss: 1. The Future of San Francisco: What would Marc do if he were in charge of San Francisco today? What would he change with regards to housing, policing and crime? Why does Marc believe there are doomsday proclaimers on SF? What do they have to gain? Will Dreamforce always be held in San Francisco? 2. Money and Ambition: The Mind Behind a $200BN Machine Does Marc believe that money makes you happy? How has Marc's relationship to money changed over time? How does Marc think about bringing children up in a more affluent home? What does Marc advise anyone who is seeking "happiness" today? 3. Mastering Decisions and Prioritisation: How does Marc assess his own decision-making framework today? Has it changed with time? What is Marc's 5 step process to understand your own priorities today? What does Marc believe are the three biggest priorities for Salesforce today? What are the single biggest blockers that would prevent Salesforce from achieving their goals? 4. Marc Benioff: AMA: What does great fatherhood mean to Marc? Who would win the cage fight, Zuck or Elon? What does a day in the life of Marc Benioff look like? What does Marc think about work from home?
9/25/2023 • 32 minutes, 26 seconds
20VC: Are Foundation Models Becoming Commoditised? Do OpenAI and Anthropic of the World Have a Sustaining Moat? Why Smaller Models May Work Better? Why Incumbents with Data Power Win the AI War with Christian Kleinerman, SVP Product @ Snowflake
Christian Kleinerman is the SVP of Product @ Snowflake. Before Snowflake, Christian spent close to 5 years at Google as a Senior Director of Product Management @ YouTube working on their infrastructure and data systems. Before YouTube, Christian spent over 13 years at Microsoft serving as General Manager of the Data Warehousing product unit where he was responsible for a broad portfolio of products. In Today's Episode with Christian Kleinerman We Discuss: 1. Lessons from the Greats: How did Christian first make his way into the world of product? What are 1-2 of his biggest lessons from working with Satya Nadella and Frank Slootman? What are 1-2 of hs biggest product lessons from Google and Microsoft? 2. Generative AI: Real vs Fake: How does Christian analyze the current generative AI landscape? Which segments will be the fastest to adopt? Which will be the slowest? What aspects of the ecosystems are overblown? Which are under-appreciated? How does Christian respond to many VCs who suggest that many startups are simply wrappers on GPT? 3. Models 101: Why Size is Not Everything! What matters more, the size of the data or the size of the model? Will any of the models used today be used in a year? Does Christian believe Alex @ Nabla is right in saying that "the most successful companies will be those that are able to transition between models the easiest"? How are we seeing the evolution of model size impact the accuracy of result snad size of data required? 4. Incumbent vs startup & Open vs Closed: Who is best positioned to win; startups or incumbents? What are the nuances; which spaces are best served for startups to win vs incumbents? Will open or closed source be the dominant mode? What are the single biggest challenges preventing open from being successful?
9/22/2023 • 44 minutes, 34 seconds
20VC Roundtable: Is the VC Model Broken? The Biggest Disconnect Ever Between TVPI & DPI, Why Market Size is Dangerous, Why "Go Fast" is Terrible Advice, The Dangers of Raising Large Rounds at High Prices & Why Next Year Will See the Biggest Hiring Spree i
Eric Paley is the Managing Partner at Founder Collective, one of the world’s most successful seed funds with investments in the likes of Uber, The Trade Desk, Coupang and Airtable. Mike Maples is one of the OGs of seed investing. As the Co-Founder of Floodgate, he has backed the likes of Twitch, Okta, Lyft, Twitter and more. Jason Lemkin is the Founder @ SaaStr one of the best-performing early-stage venture funds with a portfolio including Algolia, Pipedrive, Salesloft, TalkDesk, and RevenueCat to name a few. In Today's Episode on Is the Venture Model Broken? : Is the classic seed model dead? Can seed funds play in a world of $25M valuations? Why is having a firm grasp of the present the best thing an early-stage investor can have? Why does Mike Maples believe no company with true product-market-fit has ever failed? Why does Eric Paley believe "go faster" is the worst startup advice? Why does Mike Maples believe there is a direct relationship between price and risk? Why does Mike Maples believe that outliers by their very nature are lower priced? Why does Eric Paley not focus on ownership? Why can it be dangerous? What are the biggest risks for founders raising at valuations that are too high? Why does Eric Paley believe we will have the biggest chasm between TVPI and DPI in the prior vintage of venture capital returns? Why does Eric believe the majority of SPACs were BS and great companies can always go public? Why does Jason believe that if multiples do not reflate, the venture model is broken? Why does Jason believe we will see the biggest hiring spree in tech next year? How has illiquidity allowed Eric Paley to make some of the best investment decisions? What is Mike Maples biggest lesson from selling Twitter stock early at $1BN?
9/20/2023 • 1 hour, 17 minutes, 36 seconds
20VC: Benchmark General Partner, Miles Grimshaw on The Five Pillars of Venture Capital, Why Data Can Be a Trap When Early-Stage Investing, Investing Lessons from Missing Figma and Plaid & The New Business Model for AI & Why Co-Pilot is an Incumbent Strate
Miles Grimshaw is a General Partner @ Benchmark, widely considered one of the best venture capital firms in history. Prior to joining the Benchmark Partnership, Miles was a General Partner @ Thrive Capital where he led investments in Airtable, Monzo, Lattice, Github, Segment, Slack and Benchling to name a few. In Today's Episode with Miles Grimshaw We Discuss: 1. Straight into VC From University: From Yale to Thrive How did Miles come to land a role with Josh Kushner and Thrive right out of Yale? What are 1-2 of his biggest lessons from working with Josh @ Thrive for 8 years? What does Miles know now that he wishes he had known when he started in venture? 2. The Pillars of Venture Capital: Sourcing, Selecting, Servicing: What does Miles believe are the 5 core pillars of successful venture capital? 1-5, what is his strongest and what is his weakest? Does Miles really believe that VCs add value today? What are the most clear ways that Miles have seen VCs destroy value in portfolio companies? 3. Investment Decision Making: From Github to Segment: What is the single most important question that Miles has to answer to say yes to an investment? How does Miles think about both market sizing risk and market timing risk? What have been Miles' biggest hits? What did he learn from making those investments? What have been Miles' biggest misses? What did he learn from missing Figma and Plaid? What have been 1-2 of Miles's biggest lessons so far from working with Bill Gurley and Peter Fenton? 4. AI: What Happens Next: Does Miles believe we are in an AI bubble today? How does he assess the landscape? Why does Miles believe that the "Co-Pilot" strategy is an incumbent strategy? Where does Miles believe the value will accrue; the application layer or the infrastructure layer? What does Miles mean when he says the future is in "selling the work and not the software"? What business model disruption and adoption disruption does Miles believe AI will enable? Why does Miles believe that the analogy of AI to the rise of mobile is wrong?
9/18/2023 • 1 hour, 20 minutes, 50 seconds
20VC: The Biggest AI Leaders on What Matters More; Model Size or Data Size & Where Does The Value in AI Accrue; to Startups or to Incumbents
Richard Socher is the founder and CEO of You.com. Richard previously served as the Chief Scientist and EVP at Salesforce. Douwe Kiela is the CEO of Contextual AI, building the contextual language model to power the future of businesses. Previously, he was the Head of Research at Hugging Face, and before that a Research Scientist at Facebook AI Research. Alex Lebrun is the Co-Founder and CEO of Nabla, an AI assistant for doctors. Prior to Nabla, he led engineering at Facebook AI Research. Alex founded Wit.ai, acquired by Facebook in 2015. Tomasz Tunguz is the Founder and General Partner @ Theory Ventures, just announced last week, Theory is a $230M fund that invests $1-25m in early-stage companies that leverage technology discontinuities into go-to-market advantages. Sarah Guo is the Founding Partner @ Conviction Capital, a $100M first fund purpose-built to serve “Software 3.0” companies. Prior to founding Conviction, Sarah was a General Partner at Greylock where she made investments in the likes of Figma, Coda and Neeva. Emad Mostaque is the Co-Founder and CEO @ StabilityAI, the parent company of Stable Diffusion. Stability are building the foundation to activate humanity’s potential. To date, Emad has raised over $110M with Stability with the latest round reportedly pricing the company at $4BN. Clem Delangue is the Co-Founder and CEO @ Hugging Face, the AI community building the future. To date, Clem has raised over $160M from the likes of Sequoia, Coatue, Addition and Lux Capital to name a few. Cris Valenzuela is the CEO and co-founder of Runway, the company that trains and builds generative AI models for content creation. To date, Cris has raised over $285M for the company from the likes of Lux Capital, Felicis, Coatue, Amplify, and Nvidia to name a few. Noam Shazeer is the co-founder and CEO of Character.AI. A renowned computer scientist and researcher, Shazeer is one of the foremost experts in artificial intelligence (AI) and natural language processing (NLP). The Two Most Pressing Questions in AI: What matters more the size of the model or the size of the data? Where does the value accrue in the next 5-10 years; to startups or to incumbents?
9/15/2023 • 31 minutes, 20 seconds
20VC: The Dubsmash Memo: Scaling to 43M Users in 10 Days, Why TikTok Was a Competitor Like Never Seen Before, Good vs Great Consumer Products and What Every Consumer Product Needs & The Future of Consumer Social with Suchit Dash
Suchit Dash is the VP of Core Product Experience at Reddit, responsible for the surfaces that millions of users interact with daily. Prior to Reddit, Suchit was a cofounder at Dubsmash, a short video platform that was used by millions globally and acquired by Reddit in December 2020. In just 10 days, Suchit scaled the product to an immense 43M users, and gained fans such as Neymar and Jimmy Fallon. Suchit previously held roles at Soundcloud and PayPal. In Today's Episode with Suchit Dash We Discuss: 1. The Founding of Dubsmash & V1: How did the founding of Dubsmash come to be? Suchit scaled V1 of the product to 43M users in 10 days, what was the secret? What worked? What were the first signs that all was not right? How did the team respond to the realization that their retention numbers were terrible? What are Suchit's biggest lessons and pieces of advice from this massive V1 and launch? 2. Data: Retention, Cohorts and The Smiley Face: What specific data did Suchit and the team really use to understand their level of product market fit? What level of retention were they looking for? What is average, good, and great in terms of retention in consumer social? What is really important for founders to try and observe and analyze in net new user cohorts? When and why did the team start to see the hailed smiley face of consumer returning to the app? 3. Battling TikTok: Despite the resurgence, TikTok was roaring, what did TikTok do so well to take the market? How did TikTok leverage both FB and Snap's ad platform to acquire so many users so fast? What did TikTok not do well? What could they have done better? How did TikTok pay and incentivize the creator community? What are some of Suchit's biggest lessons and advice for founders battling a better-funded incumbent? 4. The Decision to Sell: Being Acquired by Reddit: Ultimately, why did Suchit decide to sell the company to Reddit? Why did the first two acquisition attempts fail? What are 1-2 of the biggest pieces of advice Suchit has for founders debating whether it is right to sell their company? What do all founders being acquired need to remember? With the benefit of hindsight, if Suchit could do the acquisition process again, what would he do differently?
9/13/2023 • 55 minutes, 46 seconds
20VC: Lessons Building Nubank to the Largest Neobank in the World, How AI Changes The Future of Finance, Leadership Lessons from Sequoia's Doug Leone & What European and US Fintech Can Learn From LATAM with David Velez, Founder @ Nubank
David Velez is the Founder and CEO of Nubank, one of the largest and fastest-growing financial institutions in the world. 1 in 2 people in Brazil alone have a Nubank account. Nubank's purple credit card in Mexico is the highest-rated NPS product of any consumer product in the world. Before founding Nubank in 2013, David was a partner at Sequoia Capital between 2011 and 2013, in charge of the firm’s Latin American investments group. Before Sequoia, David worked in investment banking and growth equity at Goldman Sachs, Morgan Stanley and General Atlantic. In Today's Episode with David Velez We Discuss: 1. From Sequoia Partner to Creating One of the Largest Financial Institutions: What was the Sequoia interview process like? What questions did Doug Leone really dive into when hiring David? What impressed David most about how Sequoia interview and win talent? What are 1-2 of David's biggest lessons from working with Doug Leone? 2. From a Small House to a $BN Public Company: What does David believe are the 1-2 core but non-obvious reasons why Nubank scaled so fast? What does David believe are the most non-obvious but massive opportunities Nubank has to 10x from here? Why does David believe emerging market fintech providers will be more valuable than Western fintechs? What does David believe Western fintechs and regulators can learn from BRIC economy fintechs? 3. How AI Changes The Future of Financial Services: How does David believe AI will change financial services? What products are the lowest-hanging fruit? Which products will be harder for AI to serve? How will AI handle the ambiguity of which master to serve; the consumer and their experience or the bank and their fees and profit motive? Will banks need to own and operate their own models? If using other models, what will differentiate them when they are layers on top of someone else's technology? 4. David Velez: The Leader and Father: What does it mean to be a great listener? How does David approach it? What has been David's biggest lessons from Sequoia on culture? What works? What does not? What are David's biggest pieces of advice to raise kids that are not spoiled and are hard-working and humble? How does David think about "efficient giving" with the philanthropy he does today? What is the big paradox and challenge in philanthropy today?
9/11/2023 • 1 hour, 4 minutes, 26 seconds
20Sales: Why Everyone is Responsible for Demand Generation, How to do Great Sales Discovery, How to Reduce Sales Cycles and Create Urgency and Deal Reviews; Good and Bad Reasons to Lose a Deal with Doug Adamic, CRO @ Brex
Doug Adamic is the CRO @ Brex and leads the company's revenue and growth strategy. Prior to Brex, Doug was most recently the Chief Revenue Officer at SAP Concur, a provider of travel spend management solutions and services. During his 16-year tenure oversaw an organization of 600+ employees. He was responsible for all aspects of revenue, generating go-to-market strategies and departments. Prior to SAP Concur, he had a five-year tenure as an Enterprise Sales Manager for Kronos, Inc. In Today's Episode with Doug Adamic We Discuss: 1. Entry into Sales: Does Doug believe that love of sales is innate or can be learned? When did he discover his love? What does Doug know now about sales he wish he had known when he started? What are 1-2 of his biggest takeaways from leading 600+ people at SAP? 2. Discovery, Pipeline and Qualification: What are the three core reasons why companies buy software today? How do the best sales teams use those needs to get deals done fast? What does great sales discovery mean today? Why do you have to make customers feel uncomfortable to understand their true needs? What are the biggest mistakes sales teams make when asking questions, determining customer pain, willingness to pay etc etc? Why does Doug believe that everyone in the company is responsible for demand creation? What are the core pillars to success in qualification? Where do so many go wrong? 3. Getting Deals Done: Why does Doug disagree that now is the hardest time to be selling? Are companies buying new software today? What is the secret to opening up organizations that say they are not open for buying new software? How can sales teams create multiple champions in a prospect? How can they determine who is really a buyer vs who is an influencer in a prospect? What are the biggest tactics that can be used to reduce sales cycles and create urgency in a sales process? 4. Discounting, Trust and Deal Reviews: What is a good reason to lose a deal? What is a bad reason to lose a deal? How does Doug and Brex conduct deal reviews? What makes a good vs a bad deal review? What is the fastest way to lose trust either with prospects or with customers? Why does Doug believe discounting is BS and should not be used?
9/8/2023 • 53 minutes, 48 seconds
20VC: Why Small Funds Outperform Large Funds & AUM is a Vanity Metric | Why 99% of Investments in AI Startups Will Go To Zero | Being a "Traction First" VC & Investing Lessons from Investing in Canva and Missing Figma with Nikhil Basu-Trivedi
Nikhil Basu Trivedi is Co-Founder & General Partner at Footwork, an early-stage focused venture firm investing its first fund. In his venture career, he has invested in the early rounds of several companies that have exited or are currently valued at over $1B, including Athelas, Canva, ClassDojo, Color Health, Frame.io, Imperfect Foods, Lattice, and The Farmer's Dog. Prior to Footwork, Nikhil was a Managing Director at Shasta Ventures, on the investment team at Insight Partners, and on the founding team at Artsy. In Today's Episode with Nikhil Basu Trivedi We Discuss: 1. From Summer Intern to Founding a Firm: The 13 Year Journey: How did Nikhil first make his way into venture as an intern at Insight Partners in NYC? What does Nikhil know now that he wishes he had known on his first day in venture? Why does Nikhil advise all young VCs to "not look at their business card"? Why does title not matter in venture? Should founders meet with Juniors as well as GPs and more senior people? 2. Small Funds Outperform Large Funds: Why does Nikhil believe that small funds outperform large funds? Why is AUM the biggest bullshit metric in VC? How does Nikhil advise seed stage founders who have offers from seed firms for smaller rounds at lower valuations and are weighing them against larger rounds with higher valuations from multi-stage funds? Does Nikhil believe that platform value-added services really provide any value? 3. The Art of Investing: What has been Nikhil's biggest investing win? How has it changed his approach to investing? How does Nikhil prioritize between people, traction, and market? What is most important? What has been Nikhil's biggest investing miss? How has that changed his approach? Does Nikhil believe the great founders are immediately obvious? Why is market size the single question that keeps Nikhil up the most? 4. The Dysfunctions of Venture Capital: What are the single biggest areas of misalignment between GP and LP? What do many GPs see and know well that LPs should know and see more of? What are the biggest ways that decision-making breaks down in a venture fund? Why does Nikhil believe that so much of the investment in AI is going to go up in flames?
9/6/2023 • 1 hour, 43 seconds
20VC: The $3.1BN Meeting That Led to an Uber Acquisition, The Battle With Uber; How to Outcompete When You Have 10x Less Cash & The Marketing Campaigns That Led to Pakistan MDs Fleeing and Elon Musk Fanboying with Mudassir Sheikha, CEO @ Careem
Mudassir Sheikha is the CEO and Co-Founder of Careem. Over the last 11 years, Mudassir has scaled the service to more than 80 cities in 10 countries, with 1,400+ colleagues and more than 2.5 million Captains. With such success, in 2020 Uber announced they would be acquiring Careem for a reported $3.1BN. Prior to Careem, Mudassir co-founded “DeviceAnywhere”, a company that was acquired by “Keynote” in 2008 before joining the management consulting firm “McKinsey & Company” in Dubai. In Today's Episode with Mudassir Sheikha We Discuss: 1. From McKinsey to $3.1BN Exit to Uber: What was the founding a-ha moment for Mudassir with Careem? What does Mudassir know now that he wishes he had known at the beginning? What does Mudassir believe he is running away from? 2. Finding Product-Market Fit: What is the single biggest mistake founders make when trying to find product-market fit? Does Mudassir believe you have to do things that do not scale, to scale? What did Careem do? What are some of Mudassir's biggest pieces of advice to founders on finding a core target audience and doing customer discovery the right way? 3. Competing with Giants: How To Win When You Cannot Outspend: How did Careem beat Uber when they had 1/100th of their budget? What advice does Mudassir have for founders who have competition that is much better funded? What is the story of spending the night in bunk beds and barely sleeping before raising $300M the next day? How did that happen? 4. The Acquisition: How it Went Down: How did Mudassir and Dara @ Uber first come to meet? How did Dara's approach contrast with the prior approach of Travis Kalanick? Why did Mudassir decide to sell and join Uber? What were the main reasons or arguments against the acquisition? 5. Talk to me About: Careem's Pakistan MD having to flee Pakistan for his safety post a marketing campaign? Elon Musk likes one of Careem's promotional videos and why? An investor who wired $1M with absolutely no paperwork? The catch up meeting that turned into a $3BN offer?
9/4/2023 • 47 minutes, 23 seconds
20VC: Spending $2M to Train a Single AI Model: What Matters More; Model Size or Data Size | Hallucinations: Feature or Bug | Will Everyone Have an AI Friend in the Future & Raising $150M from a16z with Noam Shazeer, Co-Founder & CEO @ Character.ai
Noam Shazeer is the co-founder and CEO of Character.AI, a full-stack AI computing platform that gives people access to their own flexible superintelligence. A renowned computer scientist and researcher, Shazeer is one of the foremost experts in artificial intelligence (AI) and natural language processing (NLP). He is a key author for the Transformer, a revolutionary deep learning model enabling language understanding, machine translation, and text generation that has become the foundation of many NLP models. A former member of the Google Brain team, Shazeer led the development of spelling corrector capabilities within Gmail, the algorithm at the heart of AdSense. In Today's Episode with Noam Shazeer We Discuss: 1. Entry into the World of AI and NLP: How did Noam first make his way into the world of AI and come to work on spell corrector with Google? What are 1-2 of his biggest takeaways from spending 20 years at Google? What does Noam know now that he wishes he had known when he started Character? 2. Model Size or Data Size: What is more important, the size of the data or the size of the model? Does Noam agree that "we will not use models in a year that we have today?" What is the lifespan of a model? Does Noam agree that the companies that win are those that are able to switch between models with the most ease? With the majority of data being able to be downloaded from the internet, is there real value in data anymore? 3. The Biggest Barriers: What is the single biggest barrier to Character today? What are the most challenging elements of model training? Why did they need to spend $2M to train an early model? What are the most difficult elements of releasing a horizontal product with so many different use cases? Where does the value accrue in the race for AI dominance; startups or incumbents? 4. AI's Role on Society: Why does Noam believe that AI can create greater not worse human connections? Why is Noam not concerned by the speed of adoption of AI tools? What does Noam know about AI's impact on society that the world does not see?
8/31/2023 • 35 minutes, 9 seconds
20VC: Why AI Models are not a Moat, Where Does the Value in AI Accrue; Startups or Incumbents, What the World Has Got Wrong About AI, Why AI Needs a New Story and Who is the Right People to Tell it with Cris Valenzuela, Co-Founder & CEO @ Runway
Cris Valenzuela is the CEO and co-founder of Runway, the company that trains and builds generative AI models for content creation. To date, Cris has raised over $285M for the company from the likes of Lux Capital, Felicis, Coatue, Amplify, and Nvidia to name a few. Runway’s customers include academy-nominated movies, TV shows, media companies, and creatives across industries. In Today's Episode with Cris Valenzuela We Discuss: 1. From Childhood in Chile to Founding one of the Hottest AI Startups: What was the founding moment for Cris with Runway? His investors described Cris as an "outsider". Does Cris believe he is an outsider? What are the biggest pros and cons of being an outsider? What does Cris believe he is running from? What is he running towards? 2. Models are not a Moat: Models 101: What does Cris believe is more important; model size or data size? Why does Cris believe that models are not a moat? How does Cris think about the lifespan of models? Will any used today be used in a year? Are hallucinations a feature or a bug? What are the nuances? 3. The World Has Got AI Wrong: We Need Different Stories: Why does Cris believe the world has got AI wrong? Why do we need different stories for what AI can do and will be? Who should tell them? Why do groups like screenwriters riot and protest if the tool is empowering and not replacing? 4. Company Building 101: Hiring and Fundraising: What are the biggest pieces of startup advice that are total BS? What has been the single biggest lesson Cris has learned when it comes to fundraising? Does Cris believe that VCs really add value? What have been the single biggest hiring mistakes that Cris has made? How has Cris structured their interview process to make it the best interview process in the world?
8/28/2023 • 41 minutes, 16 seconds
20Product: Enterprises are not Adopting AI Yet, When Will AI Break Into Enterprise, What are the Blockers, What Do Enterprises Need from AI & Why Services Companies Will Win in the Next 10 Years of AI Implementation with Howie Liu, Founder & CEO @ Airtabl
Howie Liu is the Founder and CEO @ Airtable, the fastest way to build apps for your business. To date, Howie has raised over $1BN with Airtable with the last round valuing the company at $11BN and an investor base including Benchmark, Thrive, Caffeinated, Greenoaks and Coatue to name a few. In Todays Episode with Howie Liu We Discuss: 1. Scaling into Enterprise: What are the single biggest challenges when moving from PLG to enterprise? Why does Howie believe you have only truly hit enterprise when you sign $1M contracts? How long did it take for Airtable to sign their first $1M ARR contract? How can founders know when is the right time to scale into enterprise? How does the product need to change with the scaling? 2. Enterprises: Do They Really Love AI: Why does Howie believe that enterprises are not jumping on AI yet? When does enterprise interest turn into enterprise buying and purchasing? What are the single biggest barriers to enterprises buying AI solutions today? Post-purchase, what are the biggest implementation challenges for enterprises with AI? 3. The Changing Sales Process: Are we seeing the bundling of tools within large enterprises today? Which categories and vendors are most vulnerable? Which will survive the cuts? What do vendors need to do to prove to CFOs that they need to remain in their budget? How has the customer success process changed over the last year with tightening budgets? 4. Howie Liu: AMA: Airtable famously got Benchmark to lead their Series C, how did this come to be when they famously always only do Series A? Why does Howie believe that it is total BS to suggest post-PMF, everything is good? What does Howie know now that he wishes he had known when he started Airtable?
8/25/2023 • 39 minutes, 4 seconds
20VC: NEW FORMAT: Mega Funds Will Come Back, Why Markups Have Corrupted VC, Why RIFs Should Always Be An Embarrassment To SaaS Founders and Why Pitching is BS and Fake with Jason Lemkin and Rick Zullo
Jason Lemkin is the Founder @ SaaStr one of the best-performing early-stage venture funds focused on SaaS. In the past, Jason has led investments in Algolia, Pipedrive, Salesloft, TalkDesk, and RevenueCat to name a few. Prior to SaaStr, Jason was an entrepreneur, selling EchoSign to Adobe for $100M where it is now a $250M ARR product. Rick Zullo is the Co-Founder and General Partner at Equal Ventures. Prior to co-founding Equal Ventures, Rick was an investor at Lightbank, Prior to Lightbank, Rick worked with investment firms Foundation Capital, Bowery Capital, and Lightview Capital. In Today's Episode We Discuss: 1. Why Venture Capital Needs It's Jerry Maguire Moment: Why does Rick believe that VC needs it's "Jerry Maguire" moment? What needs to change? What needs to stay the same? Why does Jason believe we will see even more mega funds in 2024 and 2025? 2. Unicorns are So 2019: Why does Jason believe that "unicorn investing is mostly dead for bigger funds and none of them are looking for a $1BN outcome anymore?" Why does Rick believe that multi-stage fund investing at seed simply does not make sense? What does Rick believe many founders need to know when they take multi-stage money at seed? Of the over 1,000 unicorns created over the last few years, how many of them do Rick and Jason feel are actually unicorns today? 3. Efficiency and Growth: We Need it All: Why does Jason believe, as a founder you should be embarrassed if you ever had a RIF (reduction in force)? Last year many founders got a pass on growth as they were more efficient. Is that pass over? Do they need to get back to growth? What is the single biggest reason that companies do not scale from seed to Series A? What happens to the many companies with years of runway but no product-market-fit? Are we entering a new age of efficient company building or will we go back to high burn environments and excessive spending? 4. Entering the World of LPs: If Jason and Rick were to advise LPs today on how much to discount the value of their venture books, what advice would they give? How have markups completely corrupted the venture ecosystem? How does LPs being incentivized by paper-marks make the industry even more screwed? What are the single biggest misalignments between GP and LP?
8/23/2023 • 54 minutes
20VC: The Biggest Lies of Silicon Valley, Why Entrepreneurship is Not For Everyone, Why VCs are Out of Touch, Why Many Would Be Great Entrepreneurs Will Burn Out, Why You Should Let Your Children Suffer and Why You Will Choose The Wrong Partner with Nick
Nick Huber is a serial entrepreneur, investor, and content creator focused on real estate and small business. In the last 9 months, Nick has co-founded 6 companies including RE Cost Set, RecruitJet, Titan Risk, Blue Key Capital, Tax Credit Hunter, and WebRun Labs. His primary business, Bolt Storage, owns 1.8M sqft of self-storage facilities across 62 locations in 11 states. In Todays Episode with Nick Huber We Discuss: Wealth: What the richest families in the world all understand and what the majority of people forget? What are the two best ways to make money as an employee? What do most forget/not do? Why money does make you happy and why society drastically undervalues wealth today? Why we should not be concerned by the levels of income inequality? Marriage and Parenting: 5. Why it is BS to not pass your wealth down to your children? 6. Why you have to let your kids suffer in order for them to grow? 7. How do you stop kids from becoming assholes if they are brought up with money? 8. Why the majority of the time, people choose the wrong partner? What should we look for? 9. What is the number one thing you can do to set your child up for success? Silicon Valley and Entrepreneurship: 10. Why entrepreneurship is not for everyone? Who is it for? 11. Why VCs are out of touch and naive? 12. What is the single biggest lie of Silicon Valley? 13. Why will so many would-be great entrepreneurs burn themselves out when they should not have to? Management and Brand Building: 14. How to build a brand today? Why you have to be controversial to be interesting? 15. How to deal with hate and criticism? Why you cannot please everybody? 16. Why woke culture can give you an advantage if you do not have it? 17. How to build a strategic network the right way? How to become a card in someone's rolodex? 18. What is the single worst thing you can do when hiring? 19. What do you do when you lose trust in an employee?
8/21/2023 • 57 minutes, 31 seconds
20VC: Does Value Accrue to Incumbents or Startups in the AI Race, Why Model Size Matters More Than Data Size, Why Artificial General Intelligence is Far Away, Why Carpenters Will Be Paid More Than Software Engineers & Future of Jobs with Richard Socher
Richard Socher is the founder and CEO of You.com. Richard previously served as the Chief Scientist and EVP at Salesforce. Before that, Richard was the CEO/CTO of AI startup MetaMind, acquired by Salesforce in 2016. He is widely recognized as having brought neural networks into the field of natural language processing, inventing the most widely used word vectors, contextual vectors and prompt engineering. He has over 150,000 citations and served as an adjunct professor in the computer science department at Stanford. In Today's Episode with Richard Socher We Discuss: 1. The Decade-Long Journey to Becoming an AI OG: How did Richard first make his way into the world of AI over a decade ago? What are 1-2 of his biggest lessons from working with Marc Benioff? How did 5 years at Salesforce impact how he both thinks and operates? 2. Models: Does Size Matter: How important is model size? Is data size more important? What are the biggest misconceptions people have around models today? How does Richard respond to the suggestion that "many startups are wrappers around LLMs"? Are hallucinations a feature or a bug? 3. Where Does Value Accrue: Where does Richard believe most of the value will accrue; startup or incumbent? Which incumbents are best positioned to win? Which are the laggards and behind? What do many not see about the startup vs incumbent race in the AI war? 4. Open vs Closed: Which Wins: Does Richard favour Yann LeCun's open approach? Or is the world of AI more closed? What are the biggest challenges of an open ecosystem? What are the nuances that make both challenging? 5. Richard Socher: AMA: Why will carpenters be paid more than software engineers in 10 years? Why is AGI still way off? Are people too unrealistic? How much money does Google make off search every day? Why does that leave them vulnerable?
8/18/2023 • 45 minutes, 56 seconds
20Growth: Why Product-Market Fit is Not Enough, Revenue Does Not Create Usage, Metrics Must Be Before Strategy, Why it is Always Better to Concentrate than Diversify Marketing Channels and Secrets from Hubspot's Growth Engine with Brian Balfour @ Reforge
Brian Balfour is the Founder and CEO of Reforge. Previously, he was the VP of Growth @ HubSpot. Prior to HubSpot, he was an EIR @ Trinity Ventures and founder of Boundless Learning and Viximo. He advises companies including Blue Bottle Coffee, Gametime, Lumoid, GrabCAD, and Help Scout on growth and customer acquisition. In Today's Episode with Brian Balfour We Discuss: 1. Entry into Growth and Lessons from Hubspot: How did Brian make his entry into the world of growth? What does Brian know now about growth that he wishes he had known when he started in growth? What are 1-2 of his single biggest takeaways from his time at Hubspot that impacted his mindset? 2. The Foundations: What is growth? What is it not? What does Brian mean when he says "all growth can be boiled down to 4 things"? When is the right time to bring in your first growth person? Should the first growth person be senior or junior? Should the growth team be standalone or sit within an existing function? 3. The Importance of Product Channel Fit: What is product channel fit? How should founders approach it? How do you know when you have it? What are the single biggest mistakes founders make with regards to PCF? 4. Next Comes Channel Model Fit: What is channel model fit? How should founders approach it? What are clear indicators that you have or do not have channel model fit? What are the biggest mistakes founders make with CMF? 5. Finally, Model Market Fit: What is model market fit? How should founders approach it? What are clear indicators that you have or do not have model market fit? What are the biggest mistakes founders make with MMF? 6. Brian Balfour: AMA: Why is product market fit not enough? What does Brian mean when he says "revenue does not create usage"? What are the biggest dangers of mixing customers and users? What do Hubspot do better than anyone else to know when an existing product/strategy is dying? Is it always better to diversify marketing channels?
8/16/2023 • 57 minutes, 55 seconds
20VC: Scaling Wait But Why to 600,000 Subs; Behind the Scenes on The Research Process, How to Learn Entirely New Topics Fast, The Writing Process and Building Good Habits & The Distribution Process and the Business Behind the Blog with Tim Urban
Tim Urban is the writer/illustrator and co-founder of Wait But Why, a long-form, stick-figure-illustrated website with over 600,000 subscribers and a monthly average of half a million visitors. He has produced dozens of viral articles on a wide range of topics, from artificial intelligence to social anxiety to humans becoming a multi-planetary species. Tim’s 2016 TED main stage talk is the third most-watched TED talk in history with 66 million views. In 2023, Tim published his bestselling book What’s Our Problem? A Self Help Book for Societies. In Today's Episode with Tim Urban We Discuss: 1. The Founding of Wait by Why: What was the a-ha moment for Tim that Wait but Why should be his life's work and sole focus? What does Tim know now that he wishes he had known when he started? What does Tim believe he is running away from? Why is he so fearful of constraints? 2. Wait But Why: The Scaling Journey to 600,000 Subs: What was the first piece to really go viral? How did that change the trajectory? What single piece is Tim most proud of? What piece is he least proud of? What has been the hardest element of scaling Wait But Why? What was the most surprising and unexpected elements of Wait But Why's scaling? 3. Topic Selection: Choosing What To Write: What does the process look like for Tim when deciding what topic to write about? How does Tim know what his audience will want to hear about vs what they will not? What topics has Tim thought would be interesting but post initial research, are not? 4. The Writing Process: How does Tim approach the writing process? How has his changed over time? What mechanisms does Tim put in place to avoid writers block? What are some of Tim's biggest tips to aspiring writers and authors? 5. The Distribution Process: How does Tim approach distributing the content once produced? What works? What does not? Why did Tim choose newsletter, Twitter and Instagram as his channels of choice? How important has the newsletter been to the growth of the business? 6. AI: Super-Intelligence and The Future: On reviewing his pieces on AI back in 2015, what does he believe he got right? What would he change with the benefit of hindsight? Is Tim more or less positive looking forward at AI proliferating through all of society? What is Tim most concerned about in the world right now?
8/14/2023 • 58 minutes, 31 seconds
20VC Roundtable: NEW FORMAT: Why the Seed Investing Model is Broken, How to Make Money at Seed Moving Forward; Who Wins and Who Loses, Why Venture Value Add Platforms are BS and Failed and Why There Will be an IPO per Week in H2 2024
Sam Lessin is a Co-Founder and Partner @ Slow Ventures with a portfolio including the likes of Airtable, Robinhood, Slack, Solana, PillPack and many more unicorn companies. Prior to Slow, Sam was a VP Product at Facebook having sold his company to Meta. Frank Rotman is a founding partner of QED Investors, one of the leading fintech-focused venture firms investing today with a portfolio including the likes of Klarna, Kavak, Quinto Andar, Credit Karma and more. As for Frank, prior to QED, Frank was one of the earliest analysts hired into Capital One and spent almost 13 years there helping build many of the company’s business units and operational areas. Jason Lemkin is the Founder @ SaaStr one of the best-performing early-stage venture funds focused on SaaS. In the past, Jason has led investments in Algolia, Pipedrive, Salesloft, TalkDesk, and RevenueCat to name a few. Prior to SaaStr, Jason was an entrepreneur, selling EchoSign to Adobe for $100M where it is now a $250M ARR product. In Today's Discussion on Why Seed is Broken We Discuss: 1. The Seed Model Was Broken and What Comes Now: Why does Sam Lessin believe the model for seed of a "factory line" was broken? What does he believe will replace it? Why does Jason Lemkin argue that this might not be the case for SaaS and enterprise? 2. Round Construction: YC, Multi-Stage Funds and Party Rounds: Why does Sam Lessin believe we have seen the end of party rounds? Why does Jason Lemkin disagree and we will see more than ever? Why does Sam Lessin believe the factory model of YC churning out companies is over? Where does Jason Lemkin believe the value lies in the YC model? Will the multi-stage funds remain in seed? How has their entrance and deployment changed the seed market? 3. VC Value Add at Seed: Is it BS? Why does Jason believe all talent arms in venture firms have failed? Why does Sam believe that no VCs provide value? Do the best founders really need help? Why do Jason and Sam disagree? 4. What Happens Now: Why does Jason believe that every manager can write off their fund from 2021? Who will be the winners in seed in the next 10 years? Why does Sam believe if you want to bet on AI, just bet on Meta or Microsoft? What will happen to the many companies with no PMF but 10 years of runway?
8/11/2023 • 53 minutes, 50 seconds
20VC: The Memo: The State of the VC Market: Why Seed Funds Can't Invest in "Hot Startups" Anymore, Why Series A & B is Terrible, Why the IPO Market Will Explode in 2024 & Why VC DD is BS & Every VC Has More Fraud in their Portfolio with Jason Lemkin
Jason Lemkin is the Founder @ SaaStr one of the best-performing early-stage venture funds focused on SaaS. In the past, Jason has led investments in Algolia, Pipedrive, Salesloft, TalkDesk, and RevenueCat to name a few. Prior to SaaStr, Jason was an entrepreneur, selling EchoSign to Adobe for $100M where it is now a $250M ARR product. In Today's Episode with Jason Lemkin We Discuss: 1. WTF is Happening At Seed Right Now: Why does Jason believe seed is more active than ever? Is the pricing of seed rounds impacted since the downturn? Why does Jason believe it is not only not the end of party rounds but just the beginning of them? Why does Jason believe you cannot fail if you have $1M in ARR and an amazing founder? Why does Jason believe that seed investors cannot participate in "hot seed rounds" anymore? 2. Is Series A a Dead Zone: How does Jason analyze the Series A and B environment today? What has changed in what investors expect and want to see in potential Series A and B investments? What happens to the many companies who raised pre-emptive Series As and have 10 years of runway but no product-market fit? Why does Jason believe founders should offer to give the money back when it is not working? What happens to the Series A and B market in the next 18 months? When does it come back? 3. Growth: People are Too Negative! Why does Jason believe that growth is more active than many are giving credit for? What are the ARR benchmarks required to get a good growth round term sheet today? Why does Jason believe that VC DD is a load of BS? Why does Jason believe that every VC has fraud in their portfolio? Will they come out? 4. Ring That Bell: IPOs and M&A: Why does Jason believe 2024 will be an amazing year for IPOs? Why does much of the IPO market rely on Stripe and Databricks? What is needed for an amazing 2024 IPO market? How does Jason evaluate the M&A market in 2024? Will regulation get in the way? 5. Jason Lemkin: AMA: Why does Jason Lemkin believe this generation of workers will never work hard again? What is the only way for seed funds to make money investing in serial entrepreneurs? What does Jason know now that he wishes he had known when he started investing?
8/9/2023 • 1 hour, 9 minutes, 10 seconds
20VC: Vinod Khosla on How AI Impacts The Future of Healthcare, Education, Income Equality, Geo-Politics, Music and Climate Change
Vinod Khosla is the Founder of Khosla Ventures, one of the leading venture firms of the last decade with investments in OpenAI, Stripe, DoorDash, Commonwealth Fusion Systems and many more. Prior to founding Khosla, Vinod was a co-founder of Daisy Systems and founding CEO of Sun Microsystems. In Today's Episode with Vinod Khosla We Discuss: 1. The State of AI Today: Does Vinod believe we are in a bubble or is the excitement justified based on technological development? What are the single biggest lessons that Vinod has from prior bubbles? What is different about this time? What is Vinod concerned about with this AI bubble? 2. The Future of Healthcare and Music: How does Vinod evaluate the impact AI will have on the future of healthcare? How does Vinod analyse the impact AI will have on the future of music and content creation? Does Vinod believe that humans will resist these advancements? Who will be the laggards, slow to embrace it and who will be the early adopters? 3. Solving Income Inequality: Does Vinod believe AI does more to harm or to hurt income inequality? What mechanisms can be put in place to ensure that AI does not further concentrate wealth into the hands of the few? Does Vinod believe in universal basic income? What does everyone get wrong with UBI? 4. The Future of Energy, Climate and Politics: Why is forcing non-economic solutions the wrong approach to climate? What is the right approach? Why is Vinod so bullish on fusion and geothermal? How does fusion bankrupt entire industries? How does the advancements in energy and resource creation change global politics? Does Vinod believe Larry Summers was right; "China is a prison, Japan is a nursing home and Europe is a museum"? 5. Vinod Khosla: AMA: What is Vinod's single biggest investing miss? What does Vinod know now that he wishes he had known when he started investing? Why did the Taylor Swift concert have such a profound impact on him? What was Marc Andreesen like when he backed him with Netscape in 1996?
8/7/2023 • 43 minutes, 49 seconds
20VC: Why "Hire Great People and Get Out of the Way" is Total BS, Why Your Upbringing Can Make You a Worse Leader & A Bentley, Two Nissan Cubes and Becoming One of Macedonia's Largest Employers; The Story of Slice with Ilir Sela
Ilir Sela is the Founder and CEO of Slice, the all-in-one ordering and marketing tech platform for local pizzerias. Through its partnerships, Slice has driven over $1B in earnings for over 18,000 independent pizzerias nationwide. Fun fact, Slice is also one of the largest employers in Macedonia and at one point, employed so many people there, they had to start their own school to train more people. Before Slice, Ilir started Nerd Force and sold it in 2008. Huge thanks to Jeff Richards (GGV) and Ben Sun (Primary) for some amazing questions today. In Today's Discussion with Ilir Sela We Discuss: 1. From Macedonia to the Bright Lights of NYC and Bentley Buying: How Ilir made his way into the world of startups having grown up in Macedonia? How did his less affluent upbringing impact his approach to company building? How does Ilir think about the importance of money? How did he come to buy a Bentley? What does Ilir know now that he wishes he had known when he started? 2. Why Bootstrapped Was Best & The Decision to Fundraise: Why did Ilir scale the business to $4M in revenue without ever fundraising? What does Ilir believe are the benefits of scaling businesses with less money? What would Ilir have done differently had he raised money earlier? What advice does Ilir have for founders who see competitors raising more money than them? 3. Why Delegation is BS and Your Upbringing F***** You Up: Why does Ilir believe that much of our upbringing can instill principles which make us a worse leader? Why does Ilir believe it is BS to hire great people and get out of the way? What are the single biggest mistakes Ilir sees founders make in company scaling? What have been some of Ilir's biggest lessons in talent acquisition? 4. Decision-Making 101: How does Ilir analyze his decision-making framework today? Where does he need to improve as a leader today? What does he need to do to get there? What has been the single best decision he made with Slice? What did he learn from it? What has been the worst decision he has made in the scaling process? How did that change his mindset?
8/4/2023 • 46 minutes, 8 seconds
20Sales: Why The Founder Has To Be The One To Create The Sales Playbook, When To Hire Your First Rep, Why Junior is Better Than Senior, How to Manage Sales Rep Compensation, How To Onboard New Sales Reps and more with Lori Jimenez, CRO @ WorkRamp
Lori Jimenez is the Chief Revenue Officer at WorkRamp where she is responsible for sales, customer success, solutions engineering, sales development, and revenue operations. Over her 25-year career, Lori has a track record of scaling high-growth GTM teams at companies including Google, TripActions/Navan, Facebook, and Box. In Today's Episode with Lori Jimenez We Discuss: 1. From a First Sales Job at 15 Years Old to Leading Sales Teams at Google and Facebook: How Lori made her foray into the world of sales at the age of 15? What are 1-2 of Lori's biggest takeaways from her time at Google, Facebook and Box? What does Lori know now that she wishes she had known at the start of her career in sales? 2. The Sales Playbook: What, When and How: How does Lori define the "sales playbook"? What is it not? Should the founder be the one to create the sales playbook? When is the right time for founders to make their first sales hires? What is the right profile for the first sales hires? Should founders hire 2 sales reps at a time? What are the pros and cons? 3. The Hiring Process: Building the Sales Team: How does Lori structure the hiring process for all new sales hires? What are the must-ask questions to ask in every sales hiring meeting? What are the biggest red flags founders should look for when hiring for sales? What are Lori's biggest lessons on how to navigate compensation discussions with potential sales hires? What are Lori's biggest lessons on what title negotiation says about a candidate? What are the single biggest mistakes founders make when hiring for sales teams? 4. Scaling the Machine: Bringing the Dollars In: How does Lori approach discounting? When is the right time to do it? Is old-school enterprise sales and entertaining dead? How has it changed? How does Lori structure deal reviews? What is a good vs a bad reason to lose a deal? How does Lori approach multi-year deals? What is good? What is bad?
8/2/2023 • 51 minutes, 46 seconds
20VC: Marcelo Claure & Shu Nyatta on Lessons from Investing $7.5BN at Softbank & Why Dumb Money has Gone, Why "LATAM is Under Construction" and the Next 10 Years Will Be the Best & Investing Lessons from Missing Nubank & OpenAI & Investing in FTX
Marcelo Claure is the Founder & CEO of Claure Group, a multi-billion-dollar global investment firm. He is the Executive Chairman and Managing Partner of Bicycle Capital, a $500M Latin America-focused growth equity fund, and was appointed Chairman in Latin America of SHEIN, the global #1 on-demand fashion company in the world. Claure was also the CEO of SoftBank Group International where he launched SoftBank’s $8B Latin America Funds, and had direct oversight for SoftBank's operating companies. As an entrepreneur, Marcelo built Brightstar from a small local distributor to the world’s largest global wireless distribution and services company. In addition, Claure led the turnaround of US wireless telecommunications company Sprint and helped orchestrate its US$195 billion merger with T-Mobile. Shu Nyatta is the founder of Bicycle Capital. Before Bicycle, Shu was most recently a Managing Partner at SoftBank Group International, where he launched and managed two separate funds - the SoftBank Latin America Fund and the Opportunity Fund for early-stage investments in US-based founders-of-color. In the first part of his SoftBank career, Shu was a founding Partner of SoftBank's Vision Fund. Several companies have retained him on their boards as an independent board member following his departure from SoftBank, including Lemonade (NYSE: LMND), Kavak and Tribal Credit. Shu also serves on the board of Endeavor Global - the leading global community of, by and for high-impact entrepreneurs. In Today's Episode Featuring Bicycle Capital We Discuss: 1. From Deploying $10BN at Softbank to Founding Bicycle Capital: What was the founding moment for Marcelo and Shu in the founding of Bicycle? What does Shu believe is Marcelo's superpower? How has working with Marcelo changed the way he thinks? Why does Marcelo believe that he is not a good investor? How does Shu make him better, specifically? 2. Lessons from Investing $10BN at Softbank: What are 1-2 of the biggest lessons from investing $10BN over the last few years at Softbank? How did missing OpenAI and Nubank impact how Shu and Marcelo think and invest today? Why was losing $150M on Softbank's FTX investment, the biggest lesson of Marcelo's career? What are Marcelo and Shu doing differently at Bicycle, having seen how it went at Softbank? 3. The Venture World is Changing: Why do Marcelo and Shu believe the world of venture is changing? How is it changing most? Why are founders going directly to LPs to raise rounds today, over going to VCs? Do Marcelo and Shu believe that many VCs provide value? Who will win in the next 10 years of venture? Who will lose? Why do Marcelo and Shu believe you should not invest in founders that do not take your advice? Do Marcelo and Shu agree with the statement that "the best founders do not need your help"? 4. LATAM is Under Construction: It is Time to Build: What are the two reasons that the next decade will be the best ever for LATAM? What are the biggest misconceptions about the LATAM tech market? How do Marcelo and Shu answer the question of the lack of liquidity available with few M&A deals taking place and very few LATAM companies listing on the NASDAQ? How do Marcelo and Shu evaluate the withdrawal of foreign capital from LATAM tech markets? Is it good or bad? Have a load of US funds lost money on early-stage LATAM deals?
7/31/2023 • 58 minutes, 7 seconds
20VC: Four Criteria to Assess Great Founders, Why and How the Best Leaders Make the Wrong Decisions 40% of the Time, Lessons Scaling King from 100 Employees to 2,400 and Making $1BN of EBITDA with Stephane Kurgan, Venture Partner @ Index Ventures
Stephane Kurgan is widely considered one of the best operators in Europe. During his tenure as COO @ King, King went from $65m to $2.4B in bookings, from 100 to 2,400 employees, and did a $7B IPO before being acquired by Activision Blizzard. Prior to joining King, Stephane served as CFO of Tideway Ltd. (acquired by BMC Software) and was the co-founder and CEO of Digital Reserve. Today, Stephane serves as a Venture Partner at Index Ventures, one of the leading venture firms of the last decade and more recently as an executive advisor at Technology Crossover Ventures. In Today's Episode with Stephane Kurgan We Discuss: 1. From Belgium Boy to Europe's Leading Operator: How a CD Rom company was the starting place for one of Europe's best executives? What does Steph believe he is running away from? What does Steph know now that he wishes he had known when he started? 2. Four Criteria of Truly Great Leaders: What four traits do all truly special leaders have? What are the 1-2 that are the hardest to find in great leaders today? Why does Steph believe that even the best leaders are wrong 40% of the time? How does Steph approach decision-making? How has it changed over time? What is the most toxic element of decisions within companies today? When does Steph change plan because a decision is wrong vs stick to it? 3. Speed of Execution and Mission Statements: How important does Steph believe speed of execution is today? What are the elements that one can go fast on vs go slow and be very deliberate on? What elements has Steph gone fast on in the past that led to a mistake? How would he have changed his approach with the benefit of hindsight? Why does Steph believe that mission statements have different value at different company stages? What is Steph's biggest advice to founders on creating mission statements? 4. Delivering Feedback and Maintaining Trust: What are 1-2 of Steph's biggest lessons when it comes to delivering feedback well? What are the biggest mistakes founders make when delivering feedback today? Can trust be regained once lost? How? Does Steph start from a position of full trust or is it gained gradually over time?
7/28/2023 • 48 minutes, 44 seconds
20Growth: Biggest Growth Lessons from Instacart and Opendoor, Why 70% of Growth Experiments Should Fail and How to Fail Fast, How to Hire a Growth Team; Secrets and Tips & Why Operator Investors WIll be the Best Investors in 10 Years with Sri Batchu @ Ram
Sri Batchu currently leads Growth at Ramp. He previously led Growth Strategy and Operations at Instacart where he also helped grow their Ads business. Prior to that, he was one of the first 50 employees at Opendoor where he built, scaled, and managed a variety of business teams including Analytics, Sales, and Pricing. During his time, the company grew from $100M to $5B+ revenue and to 1500+ people. He started his career in management consulting at McKinsey and also held various investing roles including in private equity at Bain Capital. In Today's Episode with Sri Batchu We Discuss: 1. From Harvard to Private Equity to Leading the Best Growth Teams: How did Sri make his way into the world of growth with Instacart and Opendoor? What are 1-2 of his biggest takeaways from his time at Instacart? How did it change his approach and mindset towards growth? How did Zilllow burn themselves by buying homes? What did that teach Sri about hitting metrics and goal setting in growth teams? 2. Growth Teams Should Fail and Fail Fast: What is the right ratio of success to failure within growth teams? What are specific ways that growth teams can increase the speed with which they fail? How are the best post-mortems run? Who joins them? Who leads the agenda? What are Sri's biggest lessons on how to set the right goals? Where do so many growth teams go wrong with the North Star that they set for themselves? 3. Building the Bench: Hiring a Growth Team: When is the right time to make your first growth hires? What profile should your first growth hires be? How should one structure the interview process when hiring growth teams? What is the first question Sri asks all new hires? Why does Sri believe you have to hire slowly? Should candidates do case studies as part of the process, if so, on a new company or on the company they are interviewing for? 4. When Operators Become Investors: Why does Sri believe the best investors of the next 10 years will be operators? Why does Sri believe that operators can do due diligence to a higher level than traditional VCs? Why does Sri believe that investors should not take cold emails? Why does Sri believe that it is not wrong for an investor to hire from their portfolio companies? What does Sri believe the future of venture holds over the next 10 years?
7/26/2023 • 57 minutes, 59 seconds
20VC: Instagram CEO, Adam Mosseri on Threads: The Journey from 0-100M Users; What Worked, What Didn't and the Plans Ahead | Instagram: Biggest Mistakes, Successes, Misconceptions, TikTok Competition & The Future of Social Media; Interest Graph or Friend G
Adam Mosseri is the Head of Instagram, where he is responsible for overseeing the engineering, product, and business teams and leading Meta’s efforts on creators and Reels. Adam has been at Meta for more than fifteen years. He started at Meta as a designer for Facebook's mobile app before moving to product management, where he led the Facebook News Feed product and engineering teams, and served as the Head of Facebook News Feed. Adam began his career founding a design consultancy focused on graphic, interaction, and exhibition design before joining TokBox as the company’s first designer. In Today's Discussion with Adam Mosseri We Discuss: 1. From Designer to Product Leader to Instagram CEO: What did Adam learn from his first job bartending? How did it impact his approach to customer support and research? What are the top 1-2 pieces of advice Adam would give to someone wanting to make the move from individual contributor to leader? If Adam was "not amazing at anything", what did he do that enabled him to rise above the rest and become CEO of Instagram? What have been 1-2 of the biggest lessons from working with Mark Zuckerberg for 15 years? 2. A Deep Dive on the Wild Times as Instagram CEO: What has been Adam's single biggest mistake as CEO of Instagram? What does Adam believe is the least known feature within Instagram that has made them successful? What does Adam believe has been the biggest product decision he has made as CEO? Why does Adam believe that Instagram is too complicated as a product? Who does Adam believe is the most formidable competitor to Instagram? Was Instagram Reels a simple copy of TikTok? What have Instagram learned from TikTok? How does Adam respond to the statement that Instagram is a "copy-cat machine" and lacks innovaton? 3. Threads: The Journey from 0-100M Users in Three Days: Did Adam and the team expect the response they got to Threads? Why did they decide to break Threads out into a separate app? What went into bootstrapping the Threads friendship and interest graph? What was the Threads influencer activation strategy? What worked? What did not? Did they pay influencers? How did they choose which verticals to focus on? What is Adam's core focus with Threads today? How is the team analysing and measuring retention? What are their goals? What are the 1-2 core reasons why Threads would not work? How do they aim to prevent them? In 12 months, where will Threads be? 4. The Future of Consumer Social: What Happens Now? Does Adam believe we have seen the transition from the social graph to the interest graph? Is it that binary? Is it possible to have both the interest and the friendship graph all in one app? How does the monetization potential differ when comparing Threads (text) to Instagram (visual)? How important is it for the next consumer social platforms to have stars that are native to their platform (Mr Beast on Youtube, D'Amelio on TikTok etc.)
7/24/2023 • 1 hour, 10 minutes, 6 seconds
20VC: Why Hiring in Tech is Broken and Founders Need to be as Good at Firing as they are Hiring, Why Product Differentiation is Unsustainable & Why the Current Generation of Tech Employees are Entitled and What Needs to Change with Jean-Denis Greze @ Plai
Jean-Denis Greze is Chief Technology Officer at Plaid where oversees global product business units across North America and Europe. Prior to joining Plaid, Jean-Denis was Director of Engineering at Dropbox. Jean-Denis is also a prolific angel investor with a portfolio including the likes of Nex Health, Merge.dev and Rupa Health to name a few. In Today's Episode with Jean-Denis Greze We Discuss: 1. The Journey to One of the Most Powerful CTOs: How JD made his way into the world of tech with his first role at Dropbox? How does JD analyse a Linkedin CV today? What are the signals of outperformers? What does JD know now that he wishes he had known when he started in tech? 2. Hiring the Best: 101: What are JD's single biggest lessons on hiring the best talent? What have been some of JD's biggest hiring mistakes? Why does JD believe founders need to be as good at firing as they are hiring? Does JD believe people can scale with the scaling of a company? If they do not scale, do you layer them or do you let them go? How does JD determine whether to bring in an external candidate vs promote someone from within? 3. Product Differentiation is not Sustainable: Why does JD believe that product differentiation is not sustainable? Why is UX as a moat BS? How does this lead JD to suggest Salesforce is a short in the public markets? Why does JD believe that Snowflake is also a short? What does Snowflake teach us about the different stages of product market fit? What are the biggest mistakes founders make when analyzing product market fit? 4. Remote Work, Titles and Entitlement: Why does JD believe most tech employees treat their employer in the same way French citizens treat the French government? How does JD analyse the impact of remote work on both productivity and culture? Why does JD believe titles are BS in the beginning but matter with scale? Why does JD believe that you should not hire for the long term?
7/21/2023 • 50 minutes, 17 seconds
20Product: The Secret to Successful Onboarding from Notion and Airtable, The Biggest Mistakes Startups Make in PLG Today& Why 90% of Onboarding Today is Done Poorly with Lauryn Isford, Head of Product Growth @ Notion
Lauryn Isford is the Head of Product Growth at Notion, managing Notion's product-led growth engine and self-serve business. Before Notion, she led growth at Airtable, and previously worked on growth teams including Meta, Dropbox, and Blue Bottle Coffee. Lauryn is an active angel investor and advisor supporting companies building product-led go-to-market motions. In Today's Episode with Lauryn Isford: 1. From Blue Bottle to Airtable and Notion: How did Lauryn first make her way into the world of product and growth? What are 1-2 of her biggest takeaways from Dropbox, Facebook and Blue Bottle? What does Lauryn know now that she wishes she had known when she started? 2. What is Growth: 101: How does Lauryn define growth? What is it not? When is the right time to make your first growth hire? What profile should your first hire in growth be? What are the single biggest mistakes founders make when hiring growth teams? 3. Mastering the Onboarding Experience: What are the core elements of a successful onboarding experience? How important is time to value in onboarding today? What are the biggest mistakes product teams make in company onboarding? What is the most effective onboarding technique and workflow in PLG today? Why are 90% of current onboarding's done badly? 4. Making Growth work with the Rest of the Org: What are the single biggest barriers to growth and product working together well? What can leaders do to make their growth teams work well with product teams? How can growth teams experiment and test with product without messing up codebases?
7/19/2023 • 47 minutes, 4 seconds
20VC: Top Three Lessons from Working with Jeff Bezos for 23 Years at Amazon, How the Best Leader Hire, Fire, Prioritise and Make Decisions & How to Be Responsible for 1M Employees and Be a Rockstar Husband and Father with Dave Clark @ Flexport
Dave Clark is the CEO of Flexport, the global freight forwarder and logistics platform that has now raised over $2.5BN to build the category leader. Prior to Flexport, Dave began his career at Amazon in 1999 as an Operations Manager, working his way up to become the CEO of Amazon’s worldwide consumer business in 2021. By the time Dave left, he was responsible for over 1 million employees. Dave spearheaded the launch of Amazon Robotics and grew the company’s logistics divisions to include Amazon’s own planes, trailers, and last-mile delivery vehicles through Amazon’s own delivery network (which today ships more packages than FedEx and UPS). Huge thanks to Ryan Peterson for some amazing question suggestions today. In Today's Episode with Dave Clark We Discuss: 1. From Operations Manager to CEO @ Amazon: How did Dave Clark make his way into the world of startups with Amazon in 1999? What are 1-2 of his biggest lessons from spending 23 years at Amazon? What are 1-2 of his biggest takeaways from working alongside Jeff Bezos for 23 years? 2. How Big Leaders Make Big Decisions: What is Dave's decision-making framework when it comes to big decisions? What is the biggest decision Dave made that went wrong? How did it impact his mindset? How does Dave think through prioritisation as a leader today? What are the biggest mistakes founders make when it comes to focus? 3. How Big Leaders Hire Big Talent: What are 1-2 of Dave's biggest lessons on what it takes to acquire the best talent? Does Dave believe that people can scale with the scaling of the company? How does Dave think through the challenge of promoting internally vs bringing in external talent? Why does Dave like to hire people straight out of college? What are the benefits? 4. How Big People Deal with Big Problems: Kids, Money and Ego What are 1-2 of Dave's biggest lessons when it comes to parenting? How does Dave think about giving his kids the same hunger and ambition, when they are brought up in such affluent environments? How does Dave assess his own relationship to money? How has it changed over time? What does a truly great marriage mean to Dave? Where do so many go wrong in trying to find work-life balance?
7/17/2023 • 43 minutes, 17 seconds
20VC: Why Fund Sizes Should Be Smaller, Should Founders Also Have Their Own Funds, Is Emerging Markets Investing Gone, Is Fintech Investing Dead & Who Will Be The Winners and Losers in VC in the Next 10 Years with Sheel Mohnot, Co-Founder @ BTV
Sheel Mohnot is a Co-Founder and General Partner @ Better Tomorrow Ventures, a $225M fund that leads rounds in pre-seed and seed-stage fintech companies globally. Sheel and Jake (his co-founder) invested for many years together before founding BTV and wrote checks into Mercury, Flexport, Ramp, and Hippo Insurance to name a few. As for Sheel, before BTV he ran 500 Fintech for close to 7 years, and before that was a founder, founding two companies, both of which were acquired. In Today's Episode with Sheel Mohnot We Discuss: 1. VC Needs to Change: Why does Sheel believe that VCs should have smaller funds? What are the biggest misalignments between founders and VCs today? What are the biggest points of friction between VCs and their LPs today? 2. VC in 10 Years Time: Who are going to be the winners in venture in 10 years time? Who are going to be the losers? Will micro-funds be bigger or smaller as a segment of the ecosystem? Will solo-GPs be bigger or smaller? Were they a zero-interest rate phenomenon? 3. The Errors of a Bull Market: What does Sheel believe are the single biggest mistakes made by VCs between 2020-2022? Did Sheel take liquidity off the table in the last few years? What have been some of his biggest lessons on when to sell? How does Sheel evaluate the flood of capital into emerging markets in the bull market? What happens now? Fintech is also experiencing the same challenging time, how does Sheel assess what is happening in the fintech financing market today? 4. Building a Fund: Lessons, Mistakes and Advice Scaling to $225M: What are the single biggest mistakes Sheel and Jake have made in the fun scaling? How has it impacted their mindset? What does Sheel know now about fund management that he wishes he had known at the beginning? What advice does Sheel give to emerging managers today, raising their first and second funds?
7/14/2023 • 49 minutes, 27 seconds
20Sales: Slack, Atlassian, Dropbox: Five of the Biggest Lessons on Starting, Scaling and Managing Sales Teams from 25 Years Leading the Best with Kevin Egan, Global Head of Enterprise Sales at Atlassian
Kevin Egan is the Global Head of Enterprise Sales at Atlassian and brings more than 25 years of enterprise sales experience and leadership to the company. Prior to his current role, Kevin served as the Vice President of North America Sales at both Slack and Dropbox and has held various senior sales leadership positions at Salesforce. In Todays Episode With Kevin Egan We Discuss: 1. The Makings of a Truly Great Enterprise Sales Leader: How did Kevin first make his way into the world of enterprise sales? What does Kevin know now that he wishes he had known when he entered sales? What advice would Kevin give to a new sales leader today starting a new role? 2. The Sales Playbook: How does Kevin define "the sales playbook"? Does the founder have to be the one to create the sales playbook When is the right time to hire your first salespeople? Should they be senior or junior first? What are the different types of reps to hire in the early days? Should you hire two at a time? 3. PLG vs Enterprise: Does Kevin believe it is possible to run both PLG and enterprise playbook at the same time? How does one know when they are ready to scale from PLG into enterprise? What are the signs? What do companies need to change in the way their sales team, is structured to make the transition from PMG to enterprise sales? What are the single biggest mistakes Kevin sees founders make in the scaling from PLG to enterprise? 4. Hiring the Sales Team: What non-obvious characteristics and attitudes should we look for in sales reps? How does Kevin structure the hiring process for all new additions to sales and revenue teams? What makes good PLG sales leaders? How are they different from enterprise sales leaders? What questions and case studies are most revealing for you in identifying them? What have been some of Kevin's biggest lessons on comp structure for these early rep hires? 5. Making the Machine Work: How does Kevin build trust with his early sales rep hires? What works? What does not? How does Kevin balance hitting the quarterly revenue target with longer-term pipeline strategy? How does Kevin manage when a quarter is missed? What is the right approach? How does Kevin approach post-mortems and deal reviews? How often? What do the best entail?
7/12/2023 • 36 minutes, 58 seconds
20VC: Simon Sinek on Trust; How it is Gained and Lost | Why Millennials Avoid Conflict | How to Listen Effectively | What Makes The Best Feedback and How to Provide It | Why Humans Do Not Change & How To Find Out Who You Really Are
Simon Sinek is an optimist and author, as we discuss in the show today. Simon is best known for his TED Talk on the concept of WHY (62M views), and his video on millennials in the workplace (80M views in 7 days). Simon is also a bestselling author including global bestseller Start with WHY, Leaders Eat Last and The Infinite Game. In addition, Simon is the founder of The Optimism Company, a leadership learning and development company, and he publishes other inspiring thinkers and doers through his publishing partnership with Penguin Random House called Optimism Press. In Today's Discussion with Simon Sinek We Discuss: 1. The Makings of Simon Sinek: In what ways does Simon believe that his parents and upbringing shaped who he is today? What does Simon want to be when he grows up? What was the catalytic moment to the "Simon Sinek brand"? When was that big break moment? 2. Identity: Simon has said before, "I define myself by who I am and not what I do". Is it wrong to define yourself by what you do? What do you do if you do not know who you are? What do you do if you do not like the answers to who you are? Is it possible to change who you are? What does that process look like? What is Simon's biggest advice to those looking to find a greater sense of self and identity? 3. Trust: Does Simon start relationships with inherent trust and it is there to be lost or no trust and it is there to be gained over time? When has someone broken Simon's trust? How did it impact how he approaches trust today? In the case of cheating in a relationship, does Simon believe it is possible to regain trust over time? Simon has said before, "trust is built on telling the truth". Does it ever make sense or is even right to tell a little white lie in a relationship? 4. Creating Safe Spaces: How can we create safe spaces for our partners to be their full selves? Does this differ professionally and personally? What are the biggest mistakes people make in building safe spaces? 5. Listening: What does great listening in a relationship mean? How can we do it better? Often people jump from listening to solution mode, is that wrong? Why does Simon have a rule of “no crying alone”. What does it do and how is it productive? When was the last time Simon cried? 6. Simon Sinek: AMA: What is success to you? Can one be “successful” and unhappy? What is the difference between happiness and joy?
7/10/2023 • 52 minutes, 21 seconds
20VC: Why Data Size Matters More Than Model Size, Why The Google Employee Was Wrong; OpenAI and Google Have the Advantage & Why Open Source is Not Going to Win with Douwe Kiela, Co-Founder @ Contextual AI
Douwe Kiela is the CEO of Contextual AI, building the contextual language model to power the future of businesses. Last month Contextual closed a $20M funding round including Bain Capital, Sarah Guo, Elad Gil and 20VC. He is also an Adjunct Professor in Symbolic Systems at Stanford University. Previously, he was the Head of Research at Hugging Face, and before that a Research Scientist at Facebook AI Research. In Today's Episode with Douwe Kiela We Discuss: 1. Founding a Foundational Model Company in 2023: How did Douwe make his way into the world of AI and ML over a decade ago? What are some of his biggest lessons from his time working with Yann LeCun and Meta? How does Douwe's background in philosophy help him in AI today? 2. Foundational Model Providers: Challenges and Alternatives: What are the biggest problems with the existing foundational data models? Will there be one to rule them all? How does the landscape play out? Why does Douwe believe OpenAI's data acquisition strategy has been the best? 3. Data Models: Size and Structure: Why does Douwe believe it is naive to think the open approach will beat the closed approach? What are the biggest downsides to the open approach? Does the size of data model matter today? What matters more? How important is access to proprietary data? Are VCs naive to turn down founders due to a lack of access to proprietary data? 4. Regulation and the World Around Us: How does Douwe expect the regulatory landscape to play out around AI? Why is Europe the worst when it comes to regulation? Will this be different this time? How does Douwe analyse Elon's petition to pause the development of AI for 6 months? Do founders building AI companies have to be in the valley?
6/30/2023 • 42 minutes, 28 seconds
20VC: The Rent the Runway Memo: How Paid Marketing & Growth Hacking Ruined a Generation of Companies, When Will Rent the Runway Be Profitable & How Does it Compare to Other Fashion Co's and Why "I Wish I Ran My Startup Like a Public Company"
Jennifer Hyman is the Co-Founder and CEO of Rent the Runway, the world’s first and largest shared designer closet. Under Jennifer’s leadership, RTR has made history by being the first company to go public with a female founder/CEO, COO, and CFO. Jennifer serves on the Board of The Estée Lauder Companies and Zalando, and also is a Founding Member of the NYSE Board Advisory Council, a Member of the Women.nyc Advisory Board and a Member of the Launch with GS Advisory Council for Goldman Sachs. In Today's Episode with Jennifer Hyman We Discuss: 1. The 14-Year Overnight Success: Scaling Rent The Runway To IPO: What was the a-ha founding moment for Jennifer with RTR? What does Jenn know now that she wishes she had known at the beginning? Does Jenn believe that naivete is good or not when starting a business? 2. Building the Best Team: What have been Jenn's single biggest lessons when it comes to acquiring the best talent? What have been Jenn's biggest hiring mistakes over the years? How does Jenn approach the interview process? Why does Jenn not focus on their professional career and achievements? What questions does she ask? What does Jenn believe are the single biggest mistakes founders make when building their teams? 3. Building the Business for IPO and Beyond: Why does Jenn wish she had run RTR as a private company in the same way she does now as a public company? How does the way you run the company differ? What about the unit economics of RTR suggesting it is a fundamentally better business than apparel competitors? How have their margin profiles changed over time? Why does Wall St not love RTR? What is required for that to change? Why does Jenn believe the street is wrong on how they analyse RTR? 4. Boards 101: Leading and Learning from Estee Lauder: What are Jenn's biggest lessons to founders on how to manage boards successfully? What have been 1-2 of Jenn's biggest lessons from being on the Estee Lauder board? What do the best board members do? What do the worst board members do?
6/28/2023 • 40 minutes, 24 seconds
20VC: Eight Pieces of Startup Advice that are BS: Why You Do Not Have to Love Your Space, It Is Ok To Do It For The Money, Focus Is Not Everything, Speed Is Not The Most Important Thing with Akin Babayigit, Co-Founder @ Tripledot Studios
Akin Babayigit is a serial entrepreneur and an active angel investor. He is currently the Founder and COO of Tripledot Studios, one of the fastest-growing mobile gaming companies in the world, which was recently valued at over $1.4BN. In just 4 years, Tripledot grew to generate several hundred million dollars per year in revenue and currently entertains over 50 million people every month. Tripledot was recently named as the #1 fastest-growing European company by FT, as well as being named as the fastest-growing Tech business in the UK, in the annual “UK Tech Awards”. In Today's Episode with Akin Babayigit We Discuss: Entry into the World of Startups and Gaming: How Akin made his way from Turkey to HBS and founding a unicorn in Tripledot? How did the lack of a father figure impact Akin's approach to parenting? What are 1-2 of Akin's biggest takeaways from his time at Facebook, Skype and King.com? What advice would Akin give to all new joiners at a company today? 90% of Startup Advice is Total BS: BS Myth #1: "You have to be passionate about your domain". Why does Akin disagree with this? If you do not have passion for the domain, what do you have to have? BS Myth #2: "You have to be solving a real problem". Why does Akin disagree with this mantra? If you are not solving a real problem, what should you be solving? BS Myth #3: "When you do a startup, your life will suck for a long period of time". Why does Akin strongly disagree with this? Does it get easier over time? What does Akin advise founders to make the earlier days easier? BS Myth #4: "Focus is everything. You should focus on a single thing and only do that." Why does Akin believe that focus can be dangerous? How should founders know when to pivot vs when to keep going? BS Myth #5: "Mission and vision statements are so important." Why does Akin believe that the majority of mission statements are BS? Is it worth having them at all? BS Myth #6: "You should hire people with domain experience." Why does Akin believe you should hire people who do not have domain experience? What does Akin look for in these candidates? What have been his biggest hiring mistakes? How has his hiring changed over time? BS Myth #7: "Speed is the most important thing." Why does Akin believe that speed can be dangerous? When is it right to go fast vs go slow? BS Myth #8: "Valuations matter and you should optimize." Why does Akin believe that valuations do not matter in the long run? How should founders approach the valuation discussion with this in mind?
6/26/2023 • 1 hour, 7 minutes, 17 seconds
20VC: How to Raise a Venture Fund from Deck to First Meetings to Final Close, Why Venture is a Young Person's Game and Why Multi-Stage Funds Have Not Ruined Seed with Rob Go, Co-Founder @ Nextview
Rob Go is a co-founder and Partner at NextView, one of the leading seed firms of the last decade with a portfolio including Attentive, Devoted Health, Whoop, and Grove Collaborative. Prior to co-founding NextView, Rob was an investor at Spark Capital and held product and product marketing roles at Ebay. He began his career as a consultant at The Parthenon Group. In Today's Episode with Rob Go We Discuss: 1. Entry into the World of Venture: How a cold call from a VC firm led to Rob entering the world of venture? Why does Rob believe venture is a young person's game? What does Rob know now that he wishes he had known when started in venture? 2. Preparing Docs for a Fundraise: What docs should fund managers have ready before they start the raise? How should they structure their data room? Where do the majority of LPs spend their time, document-wise? What are the single biggest mistakes emerging managers make preparing docs for a raise? 3. Meeting Your First LPs: What is the best way for emerging managers to meet LPs for the first time? Should they send the deck before or after the meeting? What questions should emerging managers ask to qualify LPs in or out of a meeting? What are some clear early signs that a first meeting went well? 4. Closing LPs: The Tips and Tricks: How important is it for a fund to have an anchor? How much of a fund should the anchor be? Are there different qualities of anchor LPs? Should managers ever sell part of their GP or give an LP part of the carry? What can managers do to enforce a sense of urgency to get LPs over the line? What are signs that an LP will not invest in the fund without rejecting you yet? Should emerging managers impose a minimum check size on new LPs?
6/23/2023 • 54 minutes, 31 seconds
20Growth: How to Master PR and Comms, How to Get Your Startup Written About; Press Releases, Fundraising Announcements, Embargos etc & Lessons Scaling Duolingo from 3-200M Users with Gina Gotthilf, Co-Founder @ Latitud
Gina Gotthilf is a Co-Founder and COO at Latitud, an a16z-backed platform supporting the next generation of iconic tech startups in Latin America through digital products, a community and fund. Previously, Gina led growth and marketing at Duolingo from 3 to 200 million users via organic strategies and was part of the executive team. She also worked on the Mike Bloomberg presidential campaign, helping oversee the creation of digital ad campaigns at a historical budget, and led growth and community for Tumblr in Latin America. In Today's Discussion with Gina Gotthilf We Discuss: Entry into the World of Growth: How Gina went from working on a farm to leading growth for Tumblr in LATAM? What are 1-2 of Gina's biggest takeaways from her time leading growth for Duolingo? What does Gina know now that she wishes she had known when she entered the world of growth? 15 Top Tips and Secrets to Being Featured in the Best Publications: What is the best way to get in touch with journalists? What mistakes do founders have when they reach out to journalists? Should founders get in touch with more than one journalist at a publication? Should founders be explicit about the embargos they have on a story? Should they stick to them? Should founders be more wary of being published in a publication with a paywall? What materials should they send to journalists to get their attention? Should founders send press releases in early messages to journalists? How can founders control in some way what the journalist will ultimately publish? How long before the company wants the piece to come out, should they reach out to journalists? How can founders create FOMO when trying to get journalists to write their story? How can founders create social validity with journalists, when they are a small company? Once published, what should the distribution strategy look like? How can you get people you know to like and share content you are featured in? What are the top tips and tricks to get people to share content with you in? Should PR and Comms be an ongoing effort or static projects with news stories? What are the single biggest mistakes founders make in getting their company in the press?
6/21/2023 • 55 minutes, 28 seconds
20VC: Why No Models Today Will Be Used in a Year, Why Open Will Always Beat Closed in AI, Why Proprietary Data is Less Important Than Ever And Why EU AI Regulation is a Disaster with Alex Lebrun, Founder & CEO @ Nabla
Alex Lebrun is the Co-Founder and CEO of Nabla, an AI assistant for doctors. Prior to Nabla, he led engineering at Facebook AI Research. Alex founded Wit.ai, an AI platform that makes it easy to build apps that understand natural human language. Wit.ai was acquired by Facebook in 2015. Prior to Wit, Alex was the Founder and CEO of VirtuOz, the world pioneer in customer service chatbots, acquired by Nuance Communications in 2013. In Today's Episode with Alex Lebrun We Discuss: 1. Third Time Lucky and Lessons from Zuckerberg: How did Alex make his way into the world of startups with the founding of his first company? What worked with Alex's prior companies that he has taken with him to Nabla? What did not work that he has left behind? What were the single biggest takeaways for Alex from working with Mark Zuckerberg? How does Mark prepare for meetings? How does Mark negotiate so well? 2. Open vs Closed: Why does Alex believe the winning AI models will always be open? Why are open models not as transparent as people think they are? What are the biggest downsides to both open and closed models? Does Alex agree with Emad @ Stability that we will have "national data sets"? 3. Incumbent vs Startup: Who wins in the AI race; startups or incumbents? How important is access to proprietary data in winning in AI today? How does Alex respond to many VCs who suggest so many AI startups are merely "a thin layer on top of a foundational model"? Is that a fair critique? Which startups are best placed to challenge incumbents? Which incumbents have been most impressive in adopting AI into existing product suites? 4. Models 101: Size, Quality, Switching Costs: Why will the best companies switch the models that they use often? Will any models in action today be used in a year? How important is the size of the model? How will this change with time? In what way is new EU regulation around models going to harm European AI companies? 5. Location Matters: Who Wins: When looking at China, US and Europe, who is best placed to win the AI war? What are the biggest challenges Europe and China face? Why is the US best placed to win the AI race? What does it have to overcome first? If Alex were a politician, what would he do to ensure his country were best positioned?
6/19/2023 • 56 minutes, 24 seconds
20Product: Slack CPO Noah Weiss on How to Master Product-Led-Growth, The Biggest Mistakes Founders Make When Scaling Into Enterprise & What Needs to Change with your Product, Team and Processes when Scaling From PLG to Enterprise
Noah Weiss is the Chief Product Officer of Slack, overseeing the product team’s strategy and development. Over his seven years at Slack, Noah has led various parts of the product organization, including the self-service SMB business and product-led growth; the Virtual HQ team that launched huddles and clips; and the search and machine learning teams. Prior to Slack, Noah served as SVP of Product and Analytics at Foursquare. He started his career at Google leading the structured data search team and working on display ads. In Today's Episode with Noah Weiss We Discuss: 1.) Entry into Product and Road to Slack CPO: How did Noah make his first foray into the world of product with Google? What are 1-2 of his single biggest takeaways from his time with Google and Foursquare? What model did Noah learn at Google that he applies to product today? 2.) Product 101: The Foundations: Is product more art or science? If Noah were to put a number on it what would it be? What are product principles? What makes good vs bad product principles? What are the biggest mistakes that founders make when instilling product principles? Does Noah believe with Gustav Soderstrom, "talk is cheap and so we should do more of it"? 3.) How to Master Product-Led-Growth: What are some of Noah's biggest lessons on how to master PLG? What are the biggest mistakes Noah sees early stage founders make today when going for the PLG approach? How does he advise them? When is the right time to move into enterprise? What needs to change? How do you change who you build product for? The buyer or the user? Why does Noah believe product speed will always be the most important thing in product? 4.) The Internals of Slack: How does Slack do post-mortems today? Who comes? Who sets the agenda? How has this changed in a world of remote? What does it take to do them well? How do Slack do product testing pre-launch of new products? Do they know when something is going to be a hit? What did they think would be a massive hit that turned into a flop? What does Noah believe is the biggest near death product experience for Slack? What happened? How did they get through it? Why do Slack buy other companies? How do they think through the decision of buy vs build? When do acquisitions work? When do they not work?
6/16/2023 • 51 minutes, 32 seconds
20VC: UK Prime Minister, Rishi Sunak on Investing More in AI Safety Research Than Any Other Country in the World, How AI Changes the Future of Education, His Top 5 Priorities as Prime Minister Today & How to Make the UK the Centre of AI
Rishi Sunak is the Prime Minister of the United Kingdom. He was previously appointed Chancellor of the Exchequer from 13 February 2020 to 5 July 2022. He was Chief Secretary to the Treasury from 24 July 2019 to 13 February 2020, and Parliamentary Under Secretary of State at the Ministry of Housing, Communities and Local Government from 9 January 2018 to 24 July 2019. Before entering the world of politics, Rishi co-founded an investment firm. In Today's Episode with Rishi Sunak We Discuss: 1. The United Kingdom: Open for AI: Open for Business Why does Rishi believe the UK is best placed to lead the way for innovation in AI? What can the government do to ensure the public and private sectors work together most efficiently? Why has Rishi created an entirely new division just for this? How does this change how decisions for AI and technology are made? 2. $100M Funding: The Largest Government Funding in the World: Why did Rishi decide to allocate the largest pool of capital of any nation toward AI safety? What is the strategy for the $100M? How will it be invested? Who will manage it? What are the challenges and opportunities in setting up this $100M funding program? 3. Education: Attracting the Best in the World: What has Rishi done to ensure the best talent in the world, wants to and can work in the UK? What new initiative has Rishi put in place to ensure the world's brightest students can freely move to and work in the UK? What can be done to ensure the UK continues to foster the same level of homegrown talent that we always have done? What can we do to improve our current education system for AI even further? Why does Rishi believe one of the greatest opportunities for AI lies in education and teaching? 4. Making Regulation Work Effectively: How does Rishi think about creating regulation which is both effective and not prohibitive? What can we do to create a government that moves at the speed of business? What does Rishi believe are the biggest mistakes made in regulatory provisions? What are we doing to avoid them with AI in the UK?
6/14/2023 • 21 minutes, 56 seconds
20VC: Larry Summers on How to Manage Inflation; Should We Increase Rates Even Higher, Why We Need To Change The US Tax System, Why Europe is a Museum, China is a Jail and Bitcoin is an Experiment & How a Trump Win Would Hurt the US Economy
Larry Summers is the Former Treasury Secretary and one of America's leading economists. In addition to serving as 71st Secretary of the Treasury in the Clinton Administration, Dr. Summers served as Director of the White House National Economic Council in the Obama Administration, as President of Harvard University, and as the Chief Economist of the World Bank. Huge thanks to Sarah Cannon for the intro to Larry today. In Today's Episode with Larry Summers We Discuss: 1. The Journey to Being One of the World's Leading Economists: How Larry's mother and father both being economists shaped his early thinking as an economist? How did Larry's parenting teach his children economics at an early age? What does Larry know now that he wishes he had known when he entered the workforce? 2. How to Get the US Out of Debt: What would Larry do to save the US economy today? What can be done to increase revenues for the US economy? Why does Larry believe carried interest should be taxed as income tax? Why does Larry believe we need more billionaires? How would he tax them more efficiently? Why does Larry believe cutting taxes is indefensible? What can be done to reduce inflation without massively hurting the poorest in society? 3. The World Around Us: What does Larry mean when he says, "Europe is a museum, China is a jail and Bitcoin is an experiement"? Why does Larry believe the next 5 years will be difficult for China? Why does Larry believe the next 5 years will be challenging for Europe? Which nation is Larry most confident about when projecting forward for the next 5-10 years? 4. Politics and a Trump Administration: How does Larry reflect on the role of Biden on the US economy and state of inflation? Would a Trump administration be better or worse for the US economy? What are the chances of Trump beating Biden in the next election? What would Larry most like to change about the US political system?
6/12/2023 • 40 minutes, 20 seconds
20VC: What are the World's Tech Leaders Running From? Fear? Insecurity? Poverty? What Drives the Best with Orlando Bravo, Bill Ackman, Dara Khosrowshahi, Parker Conrad, Tobi Luttke, Brian Armstrong and more..
Orlando Bravo is a Founder and Managing Partner of Thoma Bravo. He led Thoma Bravo’s early entry into software buyouts and built the firm into one of the top private equity firms in the world. Tobi Lütke is the CEO and Co-Founder of Shopify, the powerhouse company allowing anyone to start and grow their e-commerce business. Dara Khosrowshahi is the CEO of Uber, where he has managed the company’s business in more than 70 countries around the world since 2017. Parker Conrad is the Founder & CEO @ Rippling, the company that lets you easily manage your employees’ payroll, benefits, expenses, devices, apps & more—in one place. Jamie Siminoff is the Founder and Chief Inventor @ Ring, with Ring Jamie, created the world’s first Wi-Fi video doorbell while working in his garage in 2011. The company sold to Amazon for $1BN. Martín Escobari is Co-President, Managing Director and Head of General Atlantic’s business in Latin America. Martín is Chairman of the firm’s Investment Committee and also serves on the Management and Portfolio Committees. Ariel Cohen is the Co-Founder and CEO @ Navan (formerly TripActions), the #1 travel management super-app used by over 8,000 companies. Tarek Mansour is the Founder and CEO @ Kalshi, the first regulated exchange where you can trade directly on the outcome of events. Brian Armstrong is the Co-Founder and CEO @ Coinbase, the easiest place to buy and sell cryptocurrency. Over the last 10 years, Brian has led Coinbase to today, a public company with over 3,500 employees and revenues of over $7.5BN in 2021. Question of the Day: What are the world's tech leaders running from?
6/9/2023 • 28 minutes, 28 seconds
20Sales: PLG and Early Adopter Sales are Gone, How to do Sales Forecasting in 2023, Why You Cannot Do PLG and Enterprise from Day 1 at the Same Time and Which is Easier to Start, How to Onboard, Manage and Scale Reps with Rich Liu, CRO @ Everlaw
Rich Liu is the CRO @ Everlaw and a unicorn GTM exec having scaled five multi-billion dollar tech unicorns across two IPOs, a successful acquisition, and numerous funding rounds. Prior to Everlaw, Rich architected the GTM motions for companies like Navan (TripActions), MuleSoft, and Meta (Facebook). As a result of his incredible success, Rich has been recognized as a 2021 Top 100 Global Sales Leader. In Today's Episode with Rich Liu We Discuss: 1. Entry into the World of Sales: How Rich made his way from biochemistry into the world of sales? What is 1 takeaway from his time at Navan, Meta and Mulesoft that has shaped how he thinks about sales today? What does Rich know now that he wishes he had known when he entered the world of sales? 2. Sales Today: What is Happening? What are the biggest sales leaders saying today about price sensitivity and deal cycles? What has changed in the way companies buy software with the macro downturn? What do companies need to do to get deals over the line today? How do startups need to change the way they message to enterprises in order to sell today? How has the renewals process changed? What does this mean for customer success teams today? 3. PLG vs Enterprise: When and How? Is it possible to do both PLG and enterprise at the same time? Is it easier to start with enterprise and move to PLG or visa versa? How does the type of sales leader you need change dependent on the motion? When is the right time to move from founder-led sales to sales team? How does one know whether to hire a junior jack of all trades or a senior sales leader? 4. How To Hire The Best in Sales: How does Rich structure the hiring process for all new reps today? Does he use case studies to determine their depth and ability? Is the case study of the company they are interviewing at or a fresh company? What questions does Rich ask every candidate for a new role? What are some of the biggest red and green flags in how candidates talk in interviews?
6/7/2023 • 51 minutes, 6 seconds
20VC: The Largest Venture Backed D2C Consumer Exit; PillPack: $0-$300M Revenues in 5 Years & The Biggest Lessons Scaling the B2B Business to $300M in 2.5 Years with TJ Parker, Co-Founder @ PillPack
TJ Parker is the co-founder and former CEO of PillPack. TJ Raised over $100M in financing, grew the company to more than 1k employees, and successfully sold the business to Amazon for $1B in 2018. As of last week, TJ was announced as the newest Partner @ Matrix Partners where he will initially focus on health opportunities from concept to series A. In Today's Episode with TJ Parker We Discuss: 1.) From Growing Up in Pharmacies to Selling to Amazon for $1BN: How did TJ seeing the pharmacy industry from his parents lead him to believe there was a $BN company to be built in the space? What does TJ know now that he wishes he had known when he started the company? What does TJ believe he is running from? How does that impact his own style of parenting? 2.) The Truth About Entrepreneurship: Why do the best founders have to get comfortable in an environment of uncertainty? What have been some of TJ's biggest lessons in how to do this? Why does TJ believe the role of the CEO is to set the vision and get out of the way? What roles can only the CEO do? How does TJ approach delegation? What have been some of his core lessons? Does TJ believe being naive is a superpower when starting a company? What do founders need to know vs what do they not need to know when starting a business? 3.) Speed of Execution and Decision-Making: How important does TJ believe speed of execution is for startups today? What can founders do to create a culture of rapid decision-making? What works? What does not? What does TJ believe are 1-2 of the single best and worst decisions he made with PillPack? What are some of the biggest mistakes TJ sees founders make both in speed of execution and then also in decision-making processes? 4.) The Crucible Moments: Lawsuits & Acquisitions: How did an incumbent come days away from shutting down PillPack? How did they save the company? How does TJ deal with those moments of intense stress? How did the Amazon acquisition come to be? Why and how did the prior acquisition fall through? Does TJ regret the sale to Amazon? How was life at Amazon post-acquisition?
6/5/2023 • 59 minutes, 49 seconds
20VC: Who Wins the AI Race; Startups or Incumbents & Does Having Proprietary Data Really Matter For Startups Today?
One of the core questions in AI and investing today; who wins, startups or incumbents? Startups have speed and innovation but incumbents have scale, resources, and distribution? Today we hear from 6 leading investors and founders discussing where they place their bets who has the advantage; startups or incumbents? Emad Mostaque is CEO @ StabilityAI, the parent company of Stable Diffusion. To date, Emad has raised over $110M with Stability with the latest round reportedly pricing the company at $4BN. Yann LeCun is VP & Chief AI Scientist at Meta and Professor at NYU. He was the founding Director of FAIR and of the NYU Center for Data Science. Clem Delangue is the Co-Founder and CEO @ Hugging Face, the AI community building the future. Clem has raised over $160M from the likes of Sequoia, Coatue, Addition and Lux Capital to name a few. Sarah Guo is the Founding Partner @ Conviction Capital, a $100M first fund purpose-built to serve “Software 3.0” companies. Prior to founding Conviction, Sarah was a General Partner at Greylock. Vince Hankes is a Partner @ Thrive Capital where he has led the firm’s investments in OpenAI, Melio, and Airplane.dev. Prior to Thrive, Vince learned the craft of venture from Lee Fixel @ Tiger. Tomasz Tunguz is the Founder and General Partner @ Theory Ventures, a $230M fund that invests $1-25m in companies that leverage technology discontinuities into go-to-market advantages. The Question of the Day: Who wins? Startups or Incumbents?
6/2/2023 • 24 minutes, 2 seconds
20VC: The On Running Memo: From Swiss Mountains to NASDAQ IPO: The Story of Three Friends Who Built a Sports Giant
David Alleman is the Co-Founder and Co-Chairman @ On Running one of the fastest-growing global sports brands with over 17 million products sold in 60+ countries. In 2021, On went public on the NASDAQ and today has a market cap of $8.7BN. However, it all started with three friends in the mountains experimenting with making shoes with pieces of garden hose to create a running shoe with a totally different feel. In Today's Episode with David Alleman We Discuss: 1. From the Swiss Mountains to NASDAQ IPO: What was the initial a-ha moment for David and his co-founders with On Running? How did they make the first shoes? What are some of the biggest lessons for David in V1 product build? What does David know now that he wishes he had known at the start? Is naivete always good? 2. The Launch: First Customers: How did On get their first customers? What can products and companies do to instill true customer love in those first customers? What was the hardest element of launching On to their first customers? How does David analyze and use customer feedback? What does he listen to vs not? 3. Retail: Expanding into Own Store vs Partnerships: What are some of David's biggest lessons in how to make retail partnerships successful? How can brands create amazing experiences for customers in retailers that are not their own? Why did On decide to also have their own stores? How did this change the business? What have been David's biggest learnings on what it takes to do retail well with own stores? 4. Roger Federer: Working with a Legend: How did the relationship with Roger begin? Where was the first meeting? What was it like? How did Roger come to invest in On Running? Why did On not want to do the traditional athlete endorsement deal? What role does Roger play in the company today? How does he impact product development? What have been some of the biggest lessons for David from working with Roger? How much of an impact has Roger had on On Running as a business? 5. Financing, IPOs, and Brand: Does David wish they had raised venture capital sooner? If they had more money sooner in their journey, what would David have invested in earlier? Why did they decide to go public when they did? How has the journey been post being a public company? What changes? What is the same? What brand does Davist most respect and admire? Why? What brand decisions does David most regret? What would he have done differently?
5/31/2023 • 44 minutes, 38 seconds
20VC: Why Financial Models at Seed, $5M Seed Rounds & The Fear of Signalling Risk is all BS | Why Multi-Stage Firms Have Destroyed Seed & Who Wins and Who Loses in the Next 10 Years of Venture with Adam Besvinick, Founding Partner @ Looking Glass Capital
Adam Besvinick is the Founder of Looking Glass Capital, a pre-seed-focused firm started in 2020. Before starting Looking Glass, Adam spent about 5 years at Deep Fork Capital and Anchorage Capital Group investing in pre-seed through Series C. Adam's portfolio across funds includes the likes of BigID, Transfix, NomNom, and Hone Health, to name a few. In Today's Episode with Adam Besvinick We Discuss: 1. How Twitter Led to Founding a Venture Firm: How did Adam make his way into the world of venture through Twitter? What are 1-2 of his biggest lessons from working with the legend, Chris Sacca? What does Adam know now that he wishes he had known at the beginning of his time in VC? What do most young VCs misunderstand when it comes to reputation? 2. Raising Fund I: The Process: How many LP meetings did Adam have to close Fund I? What docs and materials did he have for the fundraise? How does he advise other managers on doing docs for fundraises? How do different LP profiles want different things in the managers they work with? How did Adam approach first vs final close? How does he advise others managers on closing? How did Adam instil a sense of urgency in LPs to move and commit to the fund? What are 1-2 of Adam's biggest pieces of advice to managers raising a first-time fund? 3. Looking Glass: The Very Disciplined Pre-Seed Strategy: How did Adam decide on the fund size? Why is it the optimal fund size? What is the desired ownership for Adam? What level of dilution does he expect across the lifecycle of the company? What is the average check size? What is the average entry price? How does Adam approach reserves and follow-on checks? How does Adam reflect on his own relationship to price? Why does Adam not like the majority of pre-seed micro-fund strategies? 4. The Market: Multi-Stage Firms Destroying Seed Does Adam agree that "multi-stage firms have destroyed seed rounds"? How does Adam advise founders when they have multi-stage offers and seed firm offers? Who will be the winners and losers in the next 10 years of venture? Why is it harder than ever to advise founders on fundraising rounds today?
5/29/2023 • 43 minutes, 39 seconds
20Product: How Linkedin Does Product Reviews, A Post-Mortem on Stories, Linkedin Messenger and Spam & Why the Data Advantage in AI is Diminishing with Tomer Cohen, CPO @ Linkedin
Tomer Cohen is the CPO @ Linkedin. Since joining in 2012, Tomer has served in key leadership roles, helping launch and scale new innovative member and customer experiences. He previously led the growth and development of LinkedIn’s Marketing Solutions portfolio and LinkedIn's consumer and mobile products. Prior to LinkedIn, Tomer worked as an entrepreneur with Greylock Partners and founded a company in the personal CRM space. In Today's Episode with Tomer Cohen We Discuss: 1.) From Israeli Military and Chip Design to CPO @ Linkedin: How did Tomer make his way from the Israeli military to being CPO @ Linkedin? What does Tomer know now that he wishes he had known when he became CPO? What have been some of his biggest lessons from working with Reid Hoffman? 2.) Product: Art or Science: How does Tomer determine whether product is art or science? If he were to put a number on it, what would it be? How does Tomer determine whether to go with his gut vs go with the data on product decisions? How is AI changing the role of product managers and product leaders? What do product leaders and PMs need to do to stay up to date with the latest changes in AI? 3.) Linkedin: Review of Current Products: Feed, Stories, Messenger How does Tomer analyse the success of "the feed" in Linkedin? What worked? What did not work? Why did "Stories" not work in Linkedin? What went wrong? What did they learn? What is Tomer doing to tackle the spam issue in Linkedin? What are the biggest challenges associated? Why does Linkedin still have such poor messaging service? Why is it a difficult problem to solve for? 4.) AI Changes Everything: Why does Tomer believe this wave of AI is the most significant technological shift in our lifetime? Who will win the race in AI; startups or incumbents? Which model will work most efficiently; open or closed? Will we see large enterprises prefer bundled AI options or unbundled with specialised providers?
5/26/2023 • 45 minutes, 35 seconds
20VC: Why Being First To Market Does Not Matter, Why You Do Not Have Defensibility on Day 1, How to Analyse Market Size and Present it to Investors, Vitamins vs Painkillers; Do Vitamins Survive Recessions and Good vs Great Messaging with Guy Podjarny @ Sn
Guy Podjarny is the Founder of Snyk, the leading Developer Security platform, helping developers secure as they build. Guy was previously CTO at Akamai, co-founded Blaze.io (acquired by Akamai), and was the product manager of AppScan, the first AppSec scanner, through Sanctum, Watchfire and IBM. Guy is a public speaker, O’Reilly author, and an active early stage angel investor. In Today's Episode with Guy Podjarny We Discuss: 1.) From Israeli Military to Founding a $10BN Company: How Guy made his way into the world of startups from the Israeli military? What is Guy running away from? Why does he hate tribalism so much? Does Guy believe serial entrepreneurship is valuable or naivety of young founders is good? 2.) The Secret to Finding Product Market Fit: Why does Guy believe PMF is a poorly defined term? How does Guy define PMF? What are the single biggest mistakes founders make while searching for PMF? What are the most important elements on messaging when it comes to PMF? If you have a horizontal tool, how do you message and resonate with specific audiences? 3.) Defensibility and Being First to Market: Does Guy believe that being the first to market is really that valuable? Does Guy agree that investors expecting defensibility on day 1 is wrong? Why does Guy think market leadership is way more important than first to market? What are the true defensible moats that can be built early today? 4.) Lessons from 100 Angel Investments: What have been the single biggest lessons for Guy from his 100 angel investments? What are the biggest mistakes angels make when investing today? How should founders present their market size to investors? Where do they go wrong? Does Guy invest in both painkiller and vitamin businesses? How does he compare them? Why is Boldstart Guy's favorite venture capital firm?
5/24/2023 • 58 minutes, 48 seconds
20VC: Why Your Fund Model Should Not Rely on $10BN+ Outcomes, Why the Large Funds Got Too Large, The Rise of Solo GP's; The Pros and Cons & Is Consumer Subscription Even a Good Sector to Invest in with Nico Wittenborn @ Adjacent
Nico Wittenborn is the Founder of Adjacent, one of the best early-stage firms created over the last 5 years. Before starting Adjacent, Nico spent over 3 years at Insight Partners in New York and before that learned the craft of venture from some of the best in early-stage, Point Nine, where he spent over 4 years. Nico's portfolio across funds includes the likes of Revolut, Chainalysis, Oura, RevenueCat and PhotoRoom to name a few. In Today's Show with Nico Wittenborn We Discuss: 1.) From Selling Mobile Phones to Leading Early-Stage Investor: How did Nico first make his way into the world of venture with Point Nine? What did Nico learn from his time with Point Nine and Insight? How did his time at each impact how he invests and runs Adjacent today? What does Nico know now that he wishes he had known when he started investing? 2.) Is Consumer Subscription Even a Good Place to Invest? With Calm ($2BN) and Duolingo ($6BN) as the market leaders and there only being two of them, is consumer subscription even a good place to invest? How does Nico pushback that retention for consumer subscription apps is so bad? What do many not see about consumer subscription retention numbers? How does Nico respond to the challenge of high customer acquisition cost and navigating challenging platform shifts in advertising, when investing in consumer subscription? What will the consumer subscription landscape look like in 5 years time? 3.) Adjacent: The Fund, The Strategy: Why does Nico believe if your fund model relies on $10BN outcomes, you are in trouble? How large is the latest Adjacent fund? What does the portfolio construction look like for the fund? How much diversification is the right level of diversification? How many companies per fund? How does Nico think about capital concentration on a per company basis? What are Nico's ownership requirements? How have they changed with funds? What is it about Nico's structure which enables him to be more collaborative than others? 4.) Nico: The Investor: Lessons: How does Nico reflect on his own relationship to price? When does he pay up? When does he not? What has been one of Nico's biggest misses? How has that changed his approach? Why does Nico not really compete with the large multi-stage funds? Why is Nico deliberately trying to reduce the amount of companies that he sees? 5.) The Future of Venture: How does Nico analyze the rise of solo GPs? What are the biggest pros and cons of the model? Why does Nico believe the large generalist funds are in trouble? Who is set to win and who is set to lose in the next 10 years of venture? Which seed firm would Nico invest in? Which Series A firm? Which growth firm?
5/22/2023 • 1 hour, 6 minutes, 29 seconds
20Growth: Three Growth Lessons Scaling Whatsapp from 0-100M, Why You Should Hire a Head of Growth Sooner Than You Think & The Biggest Mistakes Founders Make When Hiring for Growth with Ryan Wiggins, Head of Growth @ Mercury
Ryan Wiggins is the VP of Growth and Analytics at Mercury where he oversees a Growth team and founded the Analytics function. Prior to this, Ryan built Growth teams at WhatsApp, where he helped grow WhatsApp Business from 0->100M users, Workplace, and Facebook Ads. If that was not enough, Ryan is also an active angel investor. In Today's Episode with Ryan Wiggins We Discuss: 1.) From US Department of Commerce to Leading Growth Teams: How Ryan made his initial foray into the world of growth with Facebook and Whatsapp? What does Ryan know now that he wishes he had known when he made the entry into growth? What advice does Ryan have for people who want to change their career but are not sure what they want to do? 2. ) Who and When: Building the Team: Should we hire a Head of Growth or a more junior growth hire first? What are the different profiles of growth hires? How do they change with business model? When is the right time to hire your first growth hire? What are the single biggest mistakes founders make on the timing of growth hires? 3.) How to Hire: The Process: Structurally, what is the right way to hire for a growth team? What does the interview process look like? What do you want to get out of each meeting? Should case studies be used, if so, should they be used for the company hiring or of the company where the candidate is from? What does the comp package look like for different growth hires? Who should be brought into the growth hiring process? What stage should they be involved? 4.) Onboarding: Setting Growth Up for Success: What is the ideal first 30,60 and 90 days for new growth hires? What can leaders do to ensure they are set up for the maximum chance of success? What are three of the biggest red flags bad growth hires show in the first 30 days? What are the biggest mistakes founders make in the onboarding process of growth hires?
5/19/2023 • 47 minutes, 14 seconds
20VC: Why the AI Bubble Will Be Bigger Than The Dot Com Bubble, Why AI Will Have a Bigger Impact Than COVID, Why No Models Used Today Will Be Used in a Year, Why All Models are Biased and How AI Kills Traditional Media with Emad Mostaque, Founder & CEO @
Emad Mostaque is the Co-Founder and CEO @ StabilityAI, the parent company of Stable Diffusion. Stability are building the foundation to activate humanity's potential. To date, Emad has raised over $110M with Stability with the latest round reportedly pricing the company at $4BN. Investors include Coatue, Lightspeed, Sound Ventures, OSS Capital and Airstreet Capital, to name a few. Prior to Stability, Emad was in the world of hedge funds, that was until his son was diagnosed with autism and he left to make a difference in the space and help find treatments and solutions. In Today's Episode with Emad Mostaque We Discuss: 1.) From Hedge Funds to Finding Treatments for Autism to Leading the World of AI: How Emad made his way from the world of hedge funds to founding one of the leading AI companies of our time? How did Emad find a solution to parts of his son's autism with a $6 drug? How does Emad believe we can use AI to solve the majority of medical problems today? What does the future of healthcare look like with AI at the centre? 2.) Models: What is Real? What is False? Why no models today will be used in a year? Why all models are biased and how do we solve for it? Why hallucinations are a feature and not a bug? Why the size of your model does not matter anymore? Why will there be national models specified to cultures and nations? How is this implemented? 3.) Who Wins: Startups or Incumbents: Why does Emad believe there will only be 5 really important AI companies? Which will they be? How does Emad review Google's AI strategy following their news last week? Was their integration of Google and Deepmind recently a success? How does Emad assess Meta's AI strategy? Why does Zuckerberg now acknowledge the metaverse play was a mistake? How does Emad evaluate the approach taken by Amazon? Why are they the dark horse in the race? What can startups do to get a meaningful edge on the large incumbents? How do they compete with their distribution? 4.) The Next 12 Months: What Happens: Why does Emad believe the .ai bubble will be bigger than the dot com bubble? Why does Emad believe that the biggest companies built-in AI in the next 12 months will be services-based companies? How does the ecosystem look if this is the case? Why will India and emerging markets embrace AI faster than anyone else? What happens to economies that have large segments reliant on freelance work that AI replaces? Why will we see the death of many large content publishers and media companies? What does Emad mean when he says we will see the rise of "AI first publishers"? 5.) Open or Closed: What Wins: Why does Emad believe we must be open by default? Why does open win? Why does Emad side with Elon and believe we must pause the development of AI for 6 months? How does Emad evaluate the leaked memo from Google stating that neither Google nor OpenAI are ahead? What does this mean for the AI ecosystem? Where will the best AI talent concentrate? What do companies need to do to win the best talent?
5/17/2023 • 1 hour, 6 minutes, 25 seconds
20VC: Yann LeCun on Why Artificial Intelligence Will Not Dominate Humanity, Why No Economists Believe All Jobs Will Be Replaced by AI, Why the Size of Models Matters Less and Less & Why Open Models Beat Closed Models
Yann LeCun is VP & Chief AI Scientist at Meta and Silver Professor at NYU affiliated with the Courant Institute of Mathematical Sciences & the Center for Data Science. He was the founding Director of FAIR and of the NYU Center for Data Science. After a postdoc in Toronto he joined AT&T Bell Labs in 1988, and AT&T Labs in 1996 as Head of Image Processing Research. He joined NYU as a professor in 2003 and Meta/Facebook in 2013. He is the recipient of the 2018 ACM Turing Award for "conceptual and engineering breakthroughs that have made deep neural networks a critical component of computing". Huge thanks to David Marcus for helping to make this happen. In Today's Episode with Yann LeCun: 1.) The Road to AI OG: How did Yann first hear about machine learning and make his foray into the world of AI? For 10 years plus, machine learning was in the shadows, how did Yan not get discouraged when the world did not appreciate the power of AI and ML? What does Yann know now that he wishes he had known when he started his career in machine learning? 2.) The Next Five Years of AI: Hope or Horror: Why does Yann believe it is nonsense that AI is dangerous? Why does Yann think it is crazy to assume that AI will even want to dominate humans? Why does Yann believe digital assistants will rule the world? If digital assistants do rule the world, what interface wins? Search? Chat? What happens to Google when digital assistants rule the world? 3.) Will Anyone Have Jobs in a World of AI: From speaking to many economists, why does Yann state "no economist thinks AI will replace jobs"? What jobs does Yann expect to be created in the next generation of the AI economy? What jobs does Yann believe are under more immediate threat/impact? Why does Yann expect the speed of transition to be much slower than people anticipate? Why does Yann believe Elon Musk is wrong to ask for the pausing of AI developments? 4.) Open or Closed: Who Wins: Why does Yann know that the open model will beat the closed model? Why is it superior for knowledge gathering and idea generation? What are some core historical precedents that have proved this to be true? What did Yann make of the leaked Google Memo last week? 5.) Startup vs Incumbent: Who Wins: Who does Yann believe will win the next 5 years of AI; startups or incumbents? How important are large models to winning in the next 12 months? In what ways does regulation and legal stop incumbents? How has he seen this at Meta? Has his role at Meta ever stopped him from being impartial? How does Yan deal with that?
5/15/2023 • 54 minutes, 51 seconds
20VC: Why The Future of AI Is Open Not Closed, Why We Are Years Away From AI Being Autonomous, Why AI Founders Do Not Need to Move to the Valley & Why Founders Should Not Meet Investors in Between Rounds with Clem Delangue @ Hugging Face
Clem Delangue is the Co-Founder and CEO @ Hugging Face, the AI community building the future. To date, Clem has raised over $160M from the likes of Sequoia, Coatue, Addition and Lux Capital to name a few. Prior to Hugging Face, Clem was in product and marketing at two different startups both of which were acquired. In Today's Episode with Clem Delangue: 1. From Tamagotchi to Leading the World of AI: How did a Tamagotchi startup turn into one of the hottest AI startups in the world? What does Clem know now that he wishes he had known when he started? What are Clem's biggest pieces of advice to founders on pivoting? 2. AI: Trend or Transformation: To what extent does Clem believe the current hype in AI is justified? What is overblown? What have been some true and groundbreaking developments? How far away does Clem believe AGI is? What is a massive misconception the public has that Clem wishes he could change? 3. Open vs Closed: Which Model Wins: Why does Clem believe the future of AI will be won by open-source? What is his reasoning to suggest closed is fundamentally a weaker model? Does Clem acknowledge that in the short term, enterprises will buy from a closed model with greater ease? How does he plan to tackle this? 4. Regulation: What Happens Now: What regulatory changes need to be made in the world of AI most urgently? Is Elon Musk right to suggest the immediate pausing of developments in AI? What does Clem believe to be the most likely scenario to AI regulation in the next 12 months? 5. Fundraising: Lessons and Reflection on Raising $160M: Do AI startups fundamentally cost more money than normal startups to build? Why does Clem not meet investors in between rounds? What does Clem believe is the most helpful thing an investor can do? What are Clem's spiciest takes on venture as a financing model?
5/12/2023 • 47 minutes, 17 seconds
20Sales: How to Scale a Career While Scaling a Family, Strategies and Specific Tools To Help Maintain Work-Life Balance, What Companies Can Do To Empower Parents To Be Their Best Selves & How to Prevent Parental Leave Being an Inhibitor To Your Career
Today's 20Sales is a special Mother's Day edition where we are joined by 6 of the best sales leaders who also happen to be rockstar mothers. The Profiles Maggie Hott is on the GTM Team (Go-To-Market) at OpenAI. Before OpenAI, Maggie was Director of Sales @ Webflow and before Webflow spent an incredible 6 years at Slack. Stevie Case is the CRO @ Vanta. Prior to Vanta, Stevie spent an immensely successful 6 years at Twilio as VP of Mid-Market Sales. Renu Gupta is an advisor and sales consultant to some of the fastest-growing SaaS companies today. Previously she has held sales leadership roles at Slack, Thrive and Dropbox. Lauren Schwartz is the VP Enterprise Sales @ Fivetran. Before Fivetran, Lauren spent 4 years at Segment as Senior Director of Enterprise Sales leading to their acquisition by Twilio. Julie Maresca is the Head of Global Accounts at Atlassian. Prior to Atlassian, Julie spent an immensely successful 6 years at Slack in numerous roles including Head of Enterprise Sales for North America. Jessica Arnold is the VP of Global Sales Development @ Amplitude. Before Amplitude, Jessica was the Senior Director for Inside Sales North America at Dropbox for close to 6 years. In Today's 20Sales Mothers Day Episode We Discuss: 1.) How have you navigated growing in your career at the same time, growing your family? 2.) How do you balance your career and being a mother - when do you lean in and out? 3.) What are some specific strategies or tools that have helped you maintain a work-life balance? 4.) How do you prioritize your mental health and wellbeing while juggling your responsibilities at work and at home? 5.) How do you handle the guilt that many working mothers experience when they have to focus on their career? 6.) What are the unique challenges and advantages of being a mother in a sales leadership role? 7.) How has your experience as a mother influenced your leadership style and decision-making? 8.) How have you navigated going out on maternity leave without it having an impact on your career? 9.) America has one of the worst parental leaves of any country in the world. How can you advocate for parental leave if the existing policy isn’t up to par? 10.) What are some ways that companies can create a more inclusive and supportive environment for working mothers in sales leadership roles?
5/10/2023 • 1 hour, 5 minutes, 52 seconds
20VC: Why VC Subsidizes the Wrong Type of Business, Why Capital Gains Tax is Crazy, The Biggest Misalignments Between VCs, Founders and LPs, Why Business Model - Product Fit is as Important as Product-Market-Fit with Chris Paik @ Pace Capital
Chris Paik is a General Partner @ Pace Capital, an early-stage venture firm in NYC. Pace's first fund was $150M and their second was $250M. Before co-founding Pace, Chris was a General Partner at Thrive Capital where he spent an incredible 8 years having joined the firm when they were on their first $10M Fund. In Today's Episode with Chris Paik We Discuss: 1. From Hipster to One of NYC's Best VCs: How Chris made his way from not knowing about venture capital to being one of the most prominent in NYC? What are 1-2 of his biggest takeaways from his 8 years at Thrive? How did they impact how he thinks about building Pace today? What are Chris' biggest lessons from working with Josh Kushner? What did Josh do to spot young talent in a way like no one else did? 2. The Core Pillars of Successful Venture Investing: "Invest in companies that can be described in a single sentence". What does Chris mean by this? How does that impact the type of companies he looks to invest in? "Business Model Fit is as important as PMF". What does Chris mean by this? How does he determine where a company has business model fit? How does Chris analyze his relationship to market sizing? How does Chris think about how willing he is to take a bet on market timing? Why does Chris believe that the more "virtuous" a company is, the less enterprise value it will have? 3. What is Wrong with Venture Capital: The Misalignments: What does Chris believe are the single biggest misalignments between VCs and Founders? What does Chris see as the biggest misalignments between VCs and LPs? Why does Chris believe we should scrap capital gains tax and all be taxed as an income tax? Why do acquisitions allow investors to be screwed over by the acquiring company? 4. The Future of Social and User Generated Content Platforms: How does Chris analyze consumer businesses according to "The Seven Deadly Sins"? Why does he call them, "The Seven Deadly Motivators"? What does Chris believe is the future for Substack? Why does it not have Business Model Fit? What are 1-2 of his biggest lessons from being on the Twitch board? How did that experience impact his mindset and approach to what good is in UGC and social? What does Chris believe is the number one thing to look for in a potential consumer social investment? What do so many miss?
5/8/2023 • 1 hour, 9 minutes, 32 seconds
20VC: Alex Rodriguez (AROD) on Investing Lessons from Warren Buffet, How a Meeting with Magic Johnson Changed His Approach to Business and The Single Best and Worst Investment Decisions he has Made and Why AROD Is Not Buying More Real Estate
Alex Rodriguez is a businessman and the Chairman and Chief Executive Officer of A-Rod Corp, a broad-based investment firm that bets on world-class startups and partners with leading global companies across the real estate, health and wellness, technology, and sports & entertainment industries. While best known as one of the world’s greatest athletes (a 14x MLB All-Star and a 2009 World Series Champion with the New York Yankees), for more than 25 years, Alex leads a team of experts building high-growth businesses and is co-owner of the Minnesota Timberwolves. In Today's Episode with Alex Rodriguez 1.) From MLB to Business MVP: How Alex made his transition from one of the world's greatest athletes to the world of business? What does Alex know now that he wishes he had known at the start of his business career? What is Alex running away from? How do his insecurities drive him? 2.) Lessons from Magic Johnson and Warren Buffet: What are some of the single biggest lessons Alex has learned from his time with Warren Buffet? How did Magic Johnson impact Alex's approach to business? What is Magic Johnson's framework? How can others use it as a blueprint for their career? 3.) Alex Rodriguez: The Business Builder and Investor: What has been Alex's single biggest investing hit? What did he learn from it? What has been Alex's single worst investment decision? How did that change his approach? Why is Alex not buying real estate currently? How does he view the future of real estate buying? 4.) Alex Rodriguez: The Father and Son: How did having two daughters impact Alex's approach to business and life? What have been Alex's single biggest lessons from seeing his single mother operate? How does Alex reflect on his own relationship to money? How has it changed?
5/5/2023 • 36 minutes, 46 seconds
20VC: The OpenAI Memo: Why Invest? Is it too Late to Catch OpenAI? Are OpenAI's Models Truly Defensible? Does the Value in AI Accrue to Incumbemts or Startups - Application Layer/Infrastructure? What Happens with Regulation? with Vince Hankes @ Thrive
Vince Hankes is a Partner @ Thrive Capital where he has led the firm’s investments in OpenAI, Melio, and Airplane.dev. He currently sits on the board of Airtable, Benchling, Lattice, and Melio. Prior to joining Thrive, Vince was an investor at Tiger Global where he learned the craft of venture from the legend that is Lee Fixel. In Today's Episode with Vince Hankes We Discuss: 1. From Tiger Global to Partner @ Thrive Capital: How Vince made his way into the world of investing with Tiger Global? What are 1-2 of his biggest takeaways from working alongside the legendary Lee Fixel? Why did Vince make the move from Tiger to Thrive? How do the two firms differ? 2. The OpenAI Investment: The Memo: How did the OpenAI deal come to be? What were the round dynamics? Market Evaluation: How did Vince and the team analyze the market top down? Competition: Who did Vince identify as the core competitors to OpenAI? Defensibility: How did Vince think through the long-term defensibility of OpenAI's model? Does Vince believe these models will become commoditised? Price: How did Vince and the team get comfortable with the $29BN price? 3. AI: Hype or Generational Defining Transformation: Trend or Transformation: Why does Vince believe AI will be the defining technology of our generation? Startup vs Incumbent: Does Vince think the value will accrue to the incumbent or the startup? Open or Closed: Does Vince think we will operate in a closed (one model rules them all) environment or an open-source environment with many models? AI Talent: Where does Vince think the majority of the best AI talent will concentrate? Speed: Why would Vince be scared if he were a startup today looking at the incumbents? 4. The Changing Investor: Lessons from Good and Bad: How has Vince changed most significantly as an investor over time? What has been his single biggest investing mistake? How did he learn from it? What has been his biggest investing success? How did that change his mindset? What has Thrive done in their org structure to allow them to make bets very few other firms can do?
5/3/2023 • 50 minutes, 22 seconds
20VC: First Republic; Management Responsibility or Result of Contagion in the System, The Future of Regional Banks, Will Interest Rates Go Higher | Net Zero, Where Are We? The Best and the Worst Actors with Mark Carney, Former Governor of The Bank of Engl
Mark Carney is the Vice Chair and Head of Transition Investing @ Brookfield Asset Management, one of the world's leading asset managers with over $800BN in AUM. Mark is also United Nations Special Envoy on Climate Action and Finance. He has also served as Finance Advisor to the British Prime Minister. In addition to this, Mark is on the board of Stripe, PIMCO and The World Economic Forum. In a previous life, Mark spent over a decade as a Central Banker, most recently as Governor of The Bank of England and before that as Governor of The Bank of Canada. In Today's Episode with Mark Carney We Discuss: 1. Is The Banking Crisis Over? What Happened? Why does Mark not believe we are in a banking crisis? Why does he not believe the banking turmoil is over? Was SVB the fault of regulatory mistakes or management mistakes? Is FRB a damaged asset in it's own right or the result of contagion within the banking ecosystem? 2. The Impact of the Banking Turmoil: What Happens Now? What does Mark believe is the future of regional banks? Why does Mark believe we will see massive consolidation in banks coming soon? Should the Fed be guaranteeing all deposits automatically? 3. What Happens To The Macro Now? How does the banking turmoil impact growth rates? Will we definitely go into a recession now? What is the impact on monetary policy? Can the Fed raise rates even higher? What does this mean for the future of money? Why is it a silver bullet for stablecoins? If Mark could bet on China or the US for the next 10 years, who would it be? Does Mark believe the UK is in a weaker situation than ever? What about Europe? 4. The Future of Climate and Net Zero: Where are we at with Net Zero? Are we ever going to make progress? Is it possible to make progress without the cooperation of China? Why does Mark disagree and suggest China has done more than most to help the climate? Who is talking more than they are acting in the fight to save the climate? On the flip side, who is acting more than they are talking?
5/1/2023 • 49 minutes, 33 seconds
20VC: In AI Who Wins? Startups or Incumbents? What Happens to Wealth Inequality? Why Will $10BN+ Companies Only Have 10 People | Why Defensibility in Startups is BS & Speed is Everything? Why Large Groups Worsen Decision-Making with Sarah Guo
Sarah Guo is the Founding Partner @ Conviction Capital, a $100M first fund purpose-built to serve “Software 3.0” companies. Prior to founding Conviction, Sarah was a General Partner at Greylock where she made investments in the likes of Figma, Coda, Neeva and many more incredible companies. Sarah also hosts her own podcast, No Priors with the wonderful Elad Gil. In Today's Episode with Sarah Guo We Discuss: 1. From Large Multi-Stage Firm to Founding Conviction: Why did Sarah decide to leave Greylock? What are 1-2 of her biggest lessons from her time at Greylock? How did they impact her mindset when building Conviction today? What does Sarah believe are the most surprising or hardest elements of firm building? 2. The Future for AI: The Opportunities and the Challenges: Why does Sarah believe AI is the most foundational technology of our lifetime? Why did Sarah decide to centre the entire fund around AI? Is AI not an enabling technology that will power all sectors in technology? Is Sarah concerned by the further wealth inequality that AI and billion dollar companies created by 10 people, will inevitably bring? How does Sarah think about the potential for malicious AI use? What can be done to prevent this? 3. Startup and VC Principles That Are BS: Why does Sarah believe that defensibility is BS? Why do Sarah and Harry both believe that reserves in venture funds are a suboptimal use of funds? "Great founder, bad market, market wins". Does Sarah agree? How does Sarah prioritize the centrality of founder vs market? 4. Sarah Guo: The Investor How has Sarah changed most significantly as an investor over the last 5 years? What is Sarah's biggest miss? How did it impact her mindset today? What is Sarah's biggest win? How did that alter her risk appetite? How does Sarah see the future of venture? If Sarah could invest in one multi-stage firm and one seed-stage firm, which would it be?
4/28/2023 • 44 minutes, 32 seconds
20Product: Snap's VP Product on How Snap Hires 10x Product People, What Makes Evan Spiegel So Special at Product, Three Ways to Prioritise Product Ideas in Teams, The Future of AR, Why Snap Glasses Will be Huge and Snap Will Be Massive in Japan with Jack
Jack Brody is the VP Product @ Snap. Jack joined Snap in 2014 as a Product Designer, and ultimately helped build out the design organization as the Head of Design before taking on his current role overseeing all of Product for the Snapchat application and Hardware. In his 9 years at Snap, he helped create Memories, the Snap Map, and AR Lenses like Face Swap. In Today's Episode with Jack Brody We Discuss: The Shortest Internship in Tech: How did Jack get an internship with Evan Spiegel and Snap while he was still at college? How did it turn into the shortest internship in tech history? What are the single biggest product lessons Jack has from working with Evan Spiegel? 2. Product 101: Art vs Science: Does Jack believe product is more art or science? If he were to assign numbers to them, what would they be? How does Jack define creativity? What can founders and product leaders do to ensure their teams are as creative as possible? What is the 3 step framework through which product leaders should prioritize product ideas? Does Jack believe that when the CEO is no longer the Head of Product, the company is dead? Does Jack agree with Gustav Soderstrom, "talk is cheap, so we should do more of it"? 3. The SNAP Hiring Process: What Works and What Does Not: What is the hiring process for the product team at SNAP? What questions are most revealing of 10x product people in the interview process? What case studies and tests does Jack use in the interview process? What other roles and functions does Jack bring into the interview process as part of the decision? What are the single biggest mistakes founders make in the hiring process for product? 4. SNAP, The Future, and The World Around Us: What do Jack and SNAP believe will be the future for augmented reality? What country is SNAP not big in today but will be in the next 5 years? Why that one? Why did SNAP tear down its android app and start again? What has been the impact? Were the SNAP glasses a success? What is their future?
4/26/2023 • 56 minutes, 56 seconds
20VC: WTF Is Going On In Venture Capital; Seed Round Pricing Will Remain High, Series B & C Has Gone Completely, Downrounds Are Coming | Why Defensibility is BS on Day 1, Why Market is More Important Than Founder & Why Being First To Market Doesn't Matter
Avlok Kohli is the CEO @ AngelList. Under his leadership, Avlok has taken AngelList from an SPV provider to a company that is becoming the software platform for the entire industry. Today, AngelList supports over $15BN in assets and 40% of US unicorns have had a GP invest in them through AngelList. Prior to becoming CEO @ AngelList, Avlok founded 3 companies, all of which were acquired including by the likes of Square and eBay. In Today's Episode with Avlok Kohli We Discuss: 1. From 3x Founder to Scaling AngelList to $15BN in AUM: How did Naval convince Avlok to join AngelList and be CEO? Does Avlok believe in startups having defensibility in the early days? How important does Avlok believe it is for companies to be "first to market"? Why does Avlok believe all the last-mile grocery delivery companies will go bust in the downturn? 2. What is Going On in Venture: New Funds, LPs, Secondaries: Are we seeing the amount of net new funds reduce in the downturn? Are we seeing the size of new funds being raised, being smaller? Is the time to first close increasing in time? Does AVlok agree that the fund segment hit hardest by the downturn is micro fund managers? Which LP class has pulled back from fund investing most significantly? Why does Avlok believe institutions have returned to fund investing more than ever right now? Are we seeing an increase in fund secondary positions? 3. What is Going on in Startups: Rounds, Valuations, Party Rounds Are we seeing the number of startups able to close their round reduce? Are we seeing the size of startup funding rounds reduce? How does this depend on the stage? What are we seeing for startup valuations? Why is seed as high as ever? What is the most hit? How is the composition of funding rounds changing? More or fewer party rounds? When does Avlok believe we will see down rounds and pay-to-play, really come into effect? 4. The Business of AngelList and its Future: What are the margins on AngelList products today? What is the best margin AngelList product? What is the worst? What product did AngelList do that in hindsight, Avlok wishes they had not done? Why did AngelList back out of Europe? Was it a mistake? How does Avlok think about AngelList's fierce competition with Carta today?
4/24/2023 • 51 minutes, 33 seconds
20VC: Who Wins in AI; Startup vs Incumbent, Infrastructure vs Application Layer, Bundled vs Unbundled Providers | From 150 LP Meetings to Closing $230M for Fund I; The Fundraising Process, What Worked, What Didn't and Lessons Learned with Tomasz Tunguz
Tomasz Tunguz is the Founder and General Partner @ Theory Ventures, just announced last week, Theory is a $230M fund that invests $1-25m in early-stage companies that leverage technology discontinuities into go-to-market advantages. Prior to founding Theory, Tom spent 14 years at Redpoint as a General Partner where he made investments in the likes of Looker, Expensify, Monte Carlo, Dune Analytics, and Kustomer to name a few. Tom also writes one of the best blogs and newsletters in the business which can be found here. In Today's Episode with Tomasz Tunguz We Discuss: Founding a Firm: The Start of Theory: Why did Tom decide to leave Redpoint after 14 years to found Theory? What are 1-2 of his biggest lessons from Redpoint that he has taken with him to his building of Theory? What does Tom know now that he wishes he had known when he started investing? 2. From 150 LP Meetings to Closing $230M: Raising a Fund I How would Tom describe the fundraising process? How many meetings with LPs did he have? How many did he know previously? What documents did he share with LPs? Did he have a dataroom? How did he use it? How did Tom create a sense of urgency to compel LPs to come into the fund? How does Tom feel about the debate between one close and multiple closes? What was the #1 reason LPs said no to investing? What worked and Tom would do again for the next raise? What did not work and he would change for the next raise? 3. Where Will Value Accrue in the Next Decade of AI: Startup vs Incumbent: Will incumbents embrace AI before startups are able to acquire distribution? Infrastructure vs Application Layer: Where will the majority of value accrue in the next decade; infrastructure or application layer? Bundled or Unbundled: Will bundled services be the dominant consumer and enterprise choice or will unbundled specialized solutions win? 4. AI and The World Around It: How does Tom believe AI could save the US economy? Why does Tom believe Google are the losers in the AI race? Which incumbents have responded best to AI? Why does Tom believe we will be in a worse macro place at the end of the year than we are now?
4/21/2023 • 53 minutes, 7 seconds
20Sales: Why You Should Never Hire a VP Sales First, How To Create Urgency in a Sales Process, How to Do Traditional Outbound 10x Better, Why Revenue Doesn't Matter with Your First Customers | Mark Goldberger, Head of Enterprise Sales @ Ramp
Mark Goldberger is Head of Enterprise Sales at Ramp, the fastest-growing corporate card and bill payment software in America, and recently named Most Innovative Company in North America by Fast Company. Prior to joining Ramp, Mark was the first enterprise rep at TripActions (now Navan), where he helped bring in more than $100m of ARR as an IC and sales leader. Before TripActions, Mark worked at Highfive, a video conferencing company since acquired by Dialpad. In Today's Episode with Mark Goldberger We Discuss: 1. From Wine Industry to Sales Leader: How Mark made his way into the world of enterprise sales having been in the wine industry? Mark sent out 100 CVs for his first sales role, why did they not respond? How should companies think differently about the people they hire? What could he have done better with the outreach? What does Mark know now that he wishes he had known when he entered the world of sales? 2. The Sales Playbook and Why You Should Never Hire a Sales VP First: Why does Mark believe that you should never hire a Sales VP as the first sales hire? What does Mark mean when he says product-customer-fit is more important than product-market-fit? Why does Mark believe that revenue does not matter with your first customers? If revenue does not matter, what should you be trying to get out of them? When should the founder handover sales to either a junior or more senior hire? 3. How to Hire 10x Sales Teams: The Process: How does Mark structure the process for hiring 10x sales reps? What questions are most revealing in identifying a 10x sales rep? How do they respond? Why does Mark want candidates to pitch his own product back to him? How does Mark make the hiring process more challenging to really test the quality of candidates? What is the core difference between losers and winners in sales? 4. Discounting, Champions, Creating Urgency: Why does Mark not like discounting? Where do many sales teams use it poorly? How does Mark like to create urgency in a sales process? What works? What does not? How can sales reps know whether they truly have a deal champion within a buyer? What is the right way for sales reps to ask to meet the exec buyer? When is the right time to ask to meet the exec buyer? What are some clear signs that you are not speaking to a decision-maker? 5. Building a High-Functioning Sales Org: What is the right way to do deal reviews? How often? Who should be invited? What is the right way to do sales onboarding for all new reps? Why is traditional outbound still the most important thing in a sales process? Why do so many people get pipeline qualification so wrong?
4/19/2023 • 49 minutes, 6 seconds
20VC: Scooter Braun on Being Enough, Insecurity, Wealth, Investing, Fame, Marriage and so much more...
From college party promoter to managing global stars to CEO and investor. Scott “Scooter” Braun is one of the most powerful people in media and one of the most multi-faceted entrepreneurs we have ever met. As the founder of media company SB Projects and the co-founder of TQ Ventures, he has backed prominent companies such as Pinterest, Spotify and Uber and managed some of the world’s biggest names in music including Justin Bieber, Ariana Grande, and Demi Lovato. Braun’s other accolades include founding Ithaca Ventures (acquired by HYBE for $1BN+) in 2021, and philanthropic efforts such as being a Make-A-Wish board member, raising $55M+ for Hurricane Harvey and Irma relief and continuing to instill the value of social good wherever possible. In Today’s Episode with Scooter Braun We Discuss: 1. From College Party Promoter to Managing The World's Biggest Superstars: What was the single most catalytic moment of Scooter’s career? What was Scooter's most painful professional mistake, and what did he learn from it? What was the decision-making behind Scooter's HYBE deal? What is the biggest challenge in scaling the trajectories of the people Scooter works with? If Scooter could change one thing about the music industry, what would it be? 2. College Party Promoter Turned Venture Investor: How did Scooter originally get into investing? How did Scooter’s party promoting business almost lead to an early investment in Facebook? Do people approach Scooter differently as an investor because of his success in the music industry? Why is vulnerability helpful for investing? 3. Scooter's Lessons on Success (And How to Deal With It): Why does Scooter believe happiness and success are not aligned? How does Scooter approach deal-making? Is work-life balance bullshit? Does Scooter think you have to break your back to become as successful as Jeff Bezos? Is Scooter scared of mediocrity? Why does Scooter think all entrepreneurs are bad at having faith? 4. The Secrets to Being a Better Parent, Child, and Partner: How does Scooter approach trust? How did having kids impact Scooter's mindset? Why was divorce the biggest catalyst in Scooter's entire life? Does Scooter worry that money will negatively influence how his children are brought up? What is the most important thing a child can hear from a parent? 5. Finding the "Scott" Buried Inside "Scooter": It's easy to become the brand you create. How does Scooter prevent losing himself when that happens? What does Scooter need to unlearn in the future? What has Scooter changed his mind on in the past 12 months? How does Scooter approach his relationship to regret? What single lesson you most would Scooter most want a young person listening to this conversation to take away?
4/17/2023 • 1 hour, 32 minutes, 32 seconds
20VC: Biggest Challenge Facing Crypto Today & The Winners and Losers of the Next 10 Years | Why AI Will Lead to More Wealth Equality Than Inequality | Why The Current State of the US Feels Like the End of an Empire with David Marcus, CEO @ Lightspark
David Marcus is the co-founder and CEO of Lightspark, building infrastructure that extends the capabilities and utility of Bitcoin. Prior to Lightspark, David led all payment and crypto efforts at Facebook/Meta and scaled Messenger to 1.5BN users. David previously founded three other companies: Zong (acquired by eBay/PayPal for $240M), Echovox (acquired by MBO), and GTN (acquired by World Access). In Today's Episode with David Marcus We Discuss: 1. From Losing Everything to Becoming Changing the World of Fintech: How did seeing his family lose everything lead to David starting his first company, GTN? Does David believe that great companies can be built in Europe? What are the biggest mistakes David made with Zong? How did they impact his mindset? 2. The Secret to Building a Great Company from Mark Zuckerberg's ex-Right Hand Man: Where does David think Paypal lost its way? How did David "brutally" change PayPayl's company culture when he came in? What worked and what didn't in scaling Messenger to 1.5BN users? Why did Diem (formerly Libra) fail? How did David know when to give up that fight? What is David's biggest lesson from working with Mark Zuckerberg? 3. Crypto & AI's Ripple Effect on The Rest of The World: What will be the fallout from the de-banking of crypto? How does David think the future of AI will impact income equality? If David was in charge of the SEC, what would he do first? What worries David most about the next 1-5 years in the crypto industry? What are the most significant signs that the tea leaves not looking great for the US dollar? 4. How The Best Leaders Hire The Best Talent: Why does David believe that naivety is good for entrepreneurs? Does David believe we'll be in a worse macro position by the end of the year? How has David changed most as a leader over time? What is David's biggest piece of advice in regard to hiring across many different companies?
4/14/2023 • 36 minutes, 37 seconds
20Growth: How AI Will Change the Game For Content Creation and SEO, The Secret to Mastering SEO, When and How To Invest in SEO Most Effectively & The Best and Worst SEO Strategies with Joost De Valk, Founder @ Yoast
Joost De Valk is one of the OGs of SEO. As the Founder of Yoast, he scaled what was a side project plugin into a multi-million dollar business, used by 13 million sites and selling to Newfold Media in 2021. As one of the early SEO pioneers he is also an extremely coveted angel investor and invests through his company, Emilia Capital. In Today's Episode with Joost De Valk We Discuss: 1. From Side Project to Multi-Million Dollar Business: Why and how did Joost create the first version of Yoast? When did he realise that this was not a side project and could be a big business? What does he know now that he wishes he had known when he started Yoast? 2. When, How and Why To Invest in SEO: When is the right time to invest in SEO? How should one determine how much budget to allocate to SEO? Once decided on budget, what are the first steps to investing in SEO? Which part of the org should SEO team specialists sit in? What are the biggest mistakes founders make when investing in SEO/ 3. AI Changes The World of Context: How does AI change the way businesses create content? How can startups leverage AI to create and distribute more content for SEO? What are the biggest challenges/problems to leveraging AI for content creation? 4. Creating a Developer-Led Brand and Mastering PLG: What is the secret to creating the best developer-led brand? What are the biggest mistakes people make when marketing to developers? How does Joost navigate the balance between having enough value in a freemium product but also retaining enough value to be able to charge for the premium product? Is Joost concerned that budgets will revert back to CFOs and away from individual contributors with the financial downturn that is ensuing?
4/12/2023 • 45 minutes, 20 seconds
20VC: Why Signalling Risk is Real, What Founders Need to Know About Taking Multi-Stage Money vs Seed Fund Money, Lessons Scaling to $600M AUM, The Secret to Hiring in VC; Hire People with No VC Experience & How Venture Will Be Disrupted with Rob Lacher
Rob Lacher founded Visionaries Club in 2019, in just 3 years he has scaled the firm to $600M AUM and backed some of Europe's best including Xentral, Personio, Miro, and Ledgy. Prior to Visionaries, Rob founded the fashion platform AMAZE in 2014 which he sold to Zalando, and founded the European seed and growth stage venture capital fund La Famiglia in 2016. In Today's Episode with Rob Lacher We Discuss: 1.) From Novice Tennis Player to Investing on a Global Stage: When Rob realized beating Federer wasn’t an option, how did he make his way into the world of venture capital? When did Rob know he wanted to be a VC? What did Rob learn about himself after leaving La Famiglia? What characteristics make business partners compatible? 2.) The Secret to Building a Fund? Hire People With No Experience: What does Rob think is the hardest element of building a firm? What advice would Rob give to emerging managers when starting their firms? What is the single biggest mistake that Rob sees hiring managers make? Why does Rob prefer to hire people with no VC experience? 3.) The Red Ocean of European Venture: Does Rob think the Series A product in Europe is any good? How would Rob advise founders debating a US multi-stage fund or a European offer? If Rob could choose one European board member, who would it be and why? In Rob's dream, what would the Europe venture ecosystem look like in 2028? How does Rob think Europe’s family institutions can become Europe's Google? 4.) Lessons on Investing From a Pro: Where does Rob think VCs, founders, and boards are misaligned? When Rob invests, how central of a role does price actually pay? What is Rob’s single biggest investing mistake? How did it impact his mindset and approach? What are the three ways reserve management strategy has changed? What does Rob absolutely hate about VC?
4/7/2023 • 40 minutes, 21 seconds
20VC: The Memo: Scaling to $600M Revenues with No Venture Funding, The Most In Detail Breakdown of Consumer Subscription Unit Economics & Why D2C and Consumer Subscription is Not a VC Backable Model with Mike Salguero, Founder @ ButcherBox
Mike Salguero is the Founder and CEO @ ButcherBox, the meat delivery subscription service that he has scaled to $600M in revenue, 215 employees and the national leader in the space. All of this achieved while raising $0 of venture capital. Prior to ButcherBox, Mike was the Founder & CEO @ CustomMade, an online marketplace that, unlike ButcherBox, raised millions in venture funding from prominent VCs. In Today's Episode with Mike Salguero We Discuss: 1.) The Makings of a Great Entrepreneur: How did Mike's father not being present in his childhood impact the type of leader he is today? How does Mike's fear of abandonment show itself in his leadership style? What does Mike know now that he wishes he had known when he started? 2. Consumer Subscription is Not a VC Backabale Business Model: Why does Mike believe consumer subscription D2C businesses are not VC backable? What are the biggest challenges of running a consumer subscription business? Why did all the D2C food prep and delivery companies fail? What did they do wrong? What happens to all the heavily funded D2C subscription companies of the last 5 years? Why does Mike believe now is the hardest time ever to do D2C consumer subscription? 3. The Secret to Efficient Marketing: How did ButcherBox scale to $50M in revenue with just one marketing channel working? When should founders think about the second channel? How should they choose which one? Why does Mike not like "brand marketing"? How did ButcherBox burn $8.5M on brand marketing? What are Mike's biggest lessons from doing this? What emerging channel does Mike see as having the biggest potential over the coming years? Why does customer acquisition increase with time? Why do elections cause it to increase? 4. The Economics of a $600M Revenue ButcherBox: How much does it cost ButcherBox to acquire a customer? What is their payback period on that customer? How has this change with time? What is the single metric that drives the profitability of ButcherBox? What are the single biggest points of margin in the business? What is the lifetime value of a ButcherBox subscriber? What are the single biggest points of churn in the customer lifecycle? 5. Venture Capital: To Raise or Not to Raise: Why did Mike never raise venture capital for ButcherBox? Has Mike ever sold secondary? Why not? What would Mike most like to change about the world of venture capital? What are his biggest lessons from raising VC with CustomMade? How did that impact how he approached building ButcherBox? What does Mike believe all founders need to know about raising VC?
4/5/2023 • 1 hour, 18 minutes, 33 seconds
20VC: Shopify Founder Tobi Lütke on Why Micromanagement is Good | Why You Will Learn More From Studying World of Warcraft Guilds Than You Will Companies | Why Happiness is BS; Lessons on Marriage, Fatherhood & Decision-Making Quality
Tobi Lütke is the CEO and Co-Founder of Shopify, the powerhouse company allowing anyone to start and grow their e-commerce business. Over an incredible 18 years, Tobi has scaled Shopify to 10% of total US e-commerce, millions of merchants in over 170 countries, and a market cap today of over $60BN. Huge thanks to Harley Finkelstein for making this happen. In Today's Episode with Tobi Lütke We Discuss: 1. From a Small German Town to One of the World's Most Powerful CEOs: What did Tobi want to be when he was growing up? Who did Tobi learn most from in his younger years? How does Tobi think about the importance of mentorship in learning? What does Tobi know now that he wishes he had known when he started Shopify? 2. You Can Learn More from World of Warcraft Than You Can Companies: Why does Tobi believe you can learn more from World of Warcraft than you can from studying companies? Why does Tobi believe that humans are terrible at company building? What are the most obvious ways we can improve the quality of the companies we build? Why does Tobi believe that in-person is far superior to remote working? What are the nuances? 3. The Best Companies Operate with Many Constraints: Why does Tobi believe in all cases, constraints produce creativity? What is the difference between an enforced constraint and an artificial constraint? How can leaders create and enforce artificial constraints when they are not real? How do the best leaders use constraints to ensure their companies move faster and faster? 4. Inside the Mind of Tobi Lütke: Decision-Making & Prioritisation: How does Tobi reflect on his own decision-making process? How has it changed? Why does Tobi believe that sunk cost fallacy is BS and only leads to your outsourcing approval to someone else? Why does Tobi hate "black boxes"? How does he remove them from the org entirely? How does Tobi decide what to learn? What is his learning process once he has made this decision? How does Tobi decide what to prioritise in terms of strategic initiatives for Shopify?
4/3/2023 • 56 minutes, 48 seconds
20VC: The Secret to Negotiating; Making $50BN for Yahoo on Alibaba | Why Everything You Know About Hiring is Wrong; Domain Knowledge and Past Experience are Dangerous | The Next 10 Years for Fintech; Winners, Losers and Crypto with Jackie Reses, CEO @ Lea
Jackie Reses is the Chair and CEO of Lead Bank, a community bank in Kansas City. Previously, she was the Executive Chairman of Square Financial Services and Capital Lead and Head of the People Team at Block Inc (Square). Prior, she had leadership positions at Yahoo! and was a Partner at Apax Partners Worldwide. Jackie also spent seven years at Goldman Sachs in mergers and acquisitions and the principal investment area. Jackie is on the board of directors of Endeavor, Affirm and Nubank. Previously, she served on the Board of Directors of Alibaba Group. She has been named one of Forbes' “Self Made Women”, Fast Company’s “Most Creative People in Business,” and American Banker “Most Powerful Woman in Finance”. In Today's Episode with Jackie Reses We Discuss: 1. From Humble Beginnings to "Most Powerful Woman in Finance": What is Jackie running from? How did Jackie's upbringing impact her approach to business and management today? What does jackie know now that she wishes she had known when she started her career? 2. Building the Best Teams: Lessons from Square and Yahoo Why does Jackie believe that past experience is BS in hiring candidates for a role? Why does Jackie deliberately not look for domain knowledge when hiring? Why does Jackie believe employers should tell candidates what they suck at in hiring? What does Jackie mean when she says, "you have to invest in people for 20 years"? 3. The Best Deal-Maker in the Business: Secret to Negotiating: What does Jackie believe is the secret to successful negotiations? How did Jackie do the Alibaba deal for Yahoo and make $50BN for them? Why does Jackie believe the Laffonts and Coatue are the best risk managers? What are the biggest mistakes people make in deal-making today? 4. The Next Wave of Fintech: Who wins and who loses in the next wave of fintech? What will happen to the crypto industry? How will crypto be regulated? Why does Jackie believe that financial super apps are BS? Why does Jackie believe that Goldman tried and failed to innovate? Will we see a wave of M&A in fintech over the coming years?
3/31/2023 • 57 minutes, 50 seconds
20Product: Nubank's CPO on Why Product is 90% Science and 10% Art, Why Execution is Overrated and Strategic Clarity is Under-Appreciated, Why You Should Never Fall in Love With Your Own Ideas & Nubank's Biggest Product Challenges Scaling to 80M Users
Jag Duggal is the CPO @ Nubank where he is responsible for product strategy and roadmap reporting to CEO David Velez. Jag leads over 200 professionals across different functions within his role. Before Nubank, he was the Director of Product Management at Facebook, leading monetization of video and third party content. Before Facebook, Jag spent close to 7 years at Quantcast as a Senior VP of Product Management & Strategy. Finally, pre-Facebook, Jag was at Google for 5 years as a Group Product Manager and Head of Strategy (Display). In Today's Episode with Jag Duggal We Discuss: 1. From Cushy Valley Job to CPO @ Brazilian Startup: Why did Jag leave the life of luxury in the valley at Facebook to join David as CPO @ Nubank? What does Jag know now that he wishes he had known when he took the position? What one piece of advice would Jag give to a product leader starting a new position today? 2. Product: The Playbook, Art vs Science: Why does Jag believe that product is 90% science? What is the final 10%? Why does Jag believe that you should not listen to your customers? What is the right way to ask customers questions to determine their pains? Why does Jag believe that you should not fall in love with your own ideas? 3. Building the Bench: Hiring the Best Team: How does Jag approach the hiring process for all new product hires? What are the single biggest mistakes Jag has made when hiring for the product team? What are the must ask questions when hiring for product? What hiring lesson did Jag learn from Kevin Systrom? How has he applied it today? What did Jag believe about hiring that he now no longer believes? 4. Go Time: Build, Manage and Execute: Why does Jag think execution is overrated and strategy deserves more credit than people give it? How does Nubank utilise small teams to operate fastest? What have been lessons here? What are the best ways to do product post-mortems? What works? What does not work? What has been Jag's best product decision? What has been his worst?
3/29/2023 • 51 minutes, 42 seconds
20VC: Uber CEO, Dara Khosrowshahi on Why Uber Eats is Not Losing the Fight to Doordash | Uber's M&A Strategy; A Scorecard Analysis from Careem to Postmates & Skip | Why Uber's Investment in Scooters was a Mistake | Secret to Marriage, Parenting & High Per
Dara Khosrowshahi is the CEO of Uber, where he has managed the company’s business in more than 70 countries around the world since 2017. Dara was previously CEO of Expedia, which he grew into one of the world’s largest online travel companies. Dara was promoted to Expedia CEO after serving as the Chief Financial Officer of IAC Travel. Before joining IAC, Dara served as Vice President of Allen & Company and spent a number of years as an analyst. He currently serves on the Board of Directors of Expedia and Catalyst.org and was previously on the board of the New York Times Company. In Today's Episode with Dara Khosrowshahi We Discuss: 1. From the Iranian Revolution to One of the Most Powerful CEOs: What is Dara running from? What is he running towards? How did seeing his family lose everything impact his mindset to life and business? What are 1-2 of Dara's biggest lessons from working with the legendary Barry Diller? How did Daniel Ek @ Spotify convince Dara to take the CEO role at Uber? 2. Dara Khosrowshahi: The Foundations of Great Leadership: What does high performance in business mean to Dara? Does Dara agree, "the best CEOs are the best resource allocators"? Does Dara believe he is a better peacetime or wartime CEO? Which is he at Uber? What decision-making framework does Dara use to make really hard decisions? How does Dara does what to focus on and what to prioritise? 3. Investments and Acquisitions: The Scorecard: Why did Dara decide to make the Kareem acquisition? Has it been successful? What was the thinking behind the Postmates acquisition? What does Dara believe is the single best acquisitions he has made at Uber? What has been the worst acquisition he has made at Uber? Why does Dara believe that Uber entering scooters was a mistake? 4. The Future: Food Delivery, Parenting, Marriage: What does Dara say to those who suggest Uber Eats has lost the war to Doordash? What does Dara believe is the secret to a happy marriage? How does Dara define great parenting? What does Dara do to be the best father he can be? What would Dara like to improve or change about himself? Why?
3/27/2023 • 45 minutes, 27 seconds
20VC: Three Core Lessons for Founders From the SVB Crisis From Financial Agility (Banking) to Constructing Scenario Plans and Mastering Crisis Communications | How The Western World Has Not Been Responsible with its Money & Why The Fed Is Backing Itself I
Mike Maples is one of the OGs of seed investing. As the Co-Founder of Floodgate, he has backed the likes of Twitch, Okta, Lyft, Twitter and more. Mike has been on the Forbes Midas List eight times in the last decade and was also named a “Rising Star” by FORTUNE and profiled by Harvard Business School for his lifetime contributions to entrepreneurship. In Today's Episode with Mike Maples We Discuss 1.) Lesson from SVB #1: The Importance of Scenario Planning: What is the right way to do scenario planning in startups? What is the difference between good vs bad scenario planning? What do the best scenario plans include and involve? What is the right way to communicate these scenario plans to your stakeholders? 2.) Lesson from SVB #2: The Importance of Financial Agility: What does it mean for a startup to be "financially agile"? From a banking relationships perspective, what can startups do to be financially agile? How many accounts should a startup have? How much runway should be in each? Should startups bank with startup banks as well as traditional banks? Should startups have their money in sweep accounts and money market accounts? 3.) Lesson from SVB #3: How to Master Crisis Communications: Why is it so important for founder to over-communicate in tough times? How transparent should they be in these communications? What does Mike mean when he says "be radically human"? If Mike were to face a crisis, what would he do differently in the way he communicates to his LPs? 4.) Lessons from SVB: The Wider World: Why does Mike believe the level of quantitative easing that occurred in COVID was scandalous? Does Mike believe the USD will continue to be the reserve currency of the world? Will we be in a better or worse macro situation by the end of the year? Has Mike ever had a company that achieved true PMF and failed?
3/24/2023 • 49 minutes, 24 seconds
20Sales: The 3 Profiles of a Sales Rep, How to Negotiate in a Sales Process, How to Sell to a CFO & How You Should Shift Sales Messaging in a Downturn with Frank Fillmann, CRO @ Salesforce Australia
Frank Fillman is CRO/Country Leader Australia for Salesforce where he is responsible for responsible for the overall strategy, execution, success, and growth of the $1B+ Australian market across all industries. Prior to Salesforce, Frank was SVP/GM @ Tableau where he was responsible for the strategy, execution, and growth of Tableau's Top Accounts. Over the last 10 years at Salesforce, Frank's accomplishments include $500M+ new revenue closed in 5 years and $1B+ revenue managed. As a result, Frank has been awarded #1 Sales VP of the Year, North America, 3 times! Huge thanks to Zhenya Loginov @ Miro for the intro to Frank today. In Today's Episode with Frank Fillman We Discuss: 1.) From Selling Kitchen Utensils to Leading $1BN Revenue Line for Salesforce: How did Frank first make his way into the world of sales selling kitchen utensils? Why does Frank believe, "how you handle tragedy defines you"? How did it define him? What does Frank know now that he wishes he had known when he started in sales? 2.) Build and Execute the Sales Playbook: How does Frank define what a "sales playbook" is today? What is it not? Literally, what are the first steps to building a sales playbook? Is it the founder who does it? What does a good playbook have? What does a bad playbook have? What makes the best? What tools should founders and sales leaders use to create their playbook? 3.) Enterprise Deal Dynamics 101: Why does Frank believe that you should never start with the price or "send over numbers"? How can enterprise sellers create urgency in a deal cycle? What works? What does not work? How does Frank advise sales teams on the use of discounting? How open should reps be in communicating the win for them as well as the win for the customer of closing a deal? 4.) Building the Bench: How does Frank structure the hiring process for all new sales reps? Why does Frank believe that all sales leaders want to be super reps? How does Frank rank high potential vs high experience when hiring reps? What matters more; the exec have experience in the sector you are selling into or the deal size? What are the single biggest mistakes founders and leaders make when hiring sales? 5.) Setting Quota and Deal Reviews: How does Frank advise founders on setting quotas? Why does Q1 set the tone for the year? How does Frank conduct deal reviews? How often? With who? What is the agenda? What is the one question that Frank always asks when a rep says, "the client told us it was not a priority and so it slipped into next quarter"? How does Frank advise founders and sales leaders on multi-threading large enterprise accounts? Items Mentioned in Today's Episode: Frank's Most Recent Book: The Go-Giver: A Little Story About a Powerful Business Idea
3/22/2023 • 52 minutes, 56 seconds
20VC: Bill Ackman on The Banking Crisis, What the Fed Should Do, The Three-Tiered Banking System, Why SVB is the Safest, Why Jamie Dimon Should Run For President & Investing Lessons; Losing $400M on Netflix and Making $2.8BN in COVID
Bill Ackman is the CEO of Pershing Square Capital Management, L.P., an SEC-registered investment adviser founded in 2003. Pershing Square is a concentrated research-intensive fundamental value investor in long and occasionally short investments in the public markets. Bill is also a member of the board of Universal Music Group N.V. He serves as a member of the Investor Advisory Committee on Financial Markets for the Federal Reserve Bank of New York, and a member of the Board of Dean’s Advisors of the Harvard Business School. Prior to forming Pershing Square, Mr. Ackman co-founded Gotham Partners Management Co., LLC. In Today's Episode with Bill Ackman We Discuss: 1.) From HBS to Starting Your First Fund: How did Bill go from HBS to raising his first fund in Gotham Partners? How was that first fundraise? From 100 meetings, what worked? What did not work? What were the core fundraising lessons? What did Bill learn about great partnerships from his time with David building Gotham? 2.) Bill Ackman: A Winner's Mindset: How To Deal with the Highs and Lows: On reflection, what have been the most challenging times for Bill professionally? What does he say to himself when he is going through the hardest times? What is his mind talk? When the war is lost and it is time for learning, how does Bill reflect and learn from losses? Bill has previously described himself as "the most persistent man in America". How does Bill know when enough is enough, he was wrong and it is time to change his approach? 3.) Bill Ackman: SVB + Bank Runs and The Future of our Financial System: Why does Bill believe that the depositor guarantees for SVB and Signature Bank have created a "Three Tier Banking System"? What are those three tiers? Why does Bill believe that SVB is now the safest place to deposit your money? Why is First Republic Bank and SVB very different in terms of their exposure? What can be done to prevent further bank runs? What should the Fed be doing? Why are they not doing it? What would Bill do if he was in charge of the Fed? Why does Bill believe the current levels of FDIC insurance are insufficient and outdated? What should be used in their place? 4.) Bill Ackman: The World Around Us & Potential Politician Why does Bill want Jamie Dimon to run for President? If it is Trump vs Biden, who wins? Why does Bill believe Biden's tax policies destroy the US economy? What should we have instead? Why does Bill believe we should give every newborn baby $6,500 and invest it for them when born? What are Bill's 10-Year Long's and 10-Year Shorts? Why them? Would Bill ever run for politics? When is the right time?
3/20/2023 • 53 minutes, 54 seconds
20VC: Why Growth Investors Ruined the Venture Market, Why Marketing in Venture Has No Substance, Why Follow-On Investing Can Damage Returns and The Mistakes VCs Made in the Last 18 Months with Ophelia Brown, Founder @ Blossom Capital
Ophelia Brown is the Founder of Blossom Capital, one of Europe's newest but leading early-stage venture firms. Ophelia and the Blossom team have invested in stand-outs including Checkout, Duffel, Tines, and Moonpay. Prior to Blossom, Ophelia was a GP at LocalGlobe and a Principal at Index Ventures where her investments included Robinhood and Typeform. In Today's Episode with Ophelia Brown We Discuss: 1.) From Restaurant-Owning DJ to Leading European VC: How Ophelia made her way into the world of venture and came to found Blossom? What does Ophelia know now that she wishes she had known when she entered venture? What does Ophelia feel she is running away from? 2.) Venture Capital: The Market: Why does Ophelia believe the best venture firms focus either by stage/theme/geography? Why does Ophelia believe that marketing in venture has no substance? How can founders determine between what is real and what is false? Why does Ophelia believe that growth investors have ruined the venture market? When does Ophelia believe VCs will realise that FOMO investing is not a good strategy? 3.) Ophelia Brown: The Investor and Fund Manager: What has been Ophelia's biggest investing mistake? How did it change her mindset and approach? In a world where everyone does seed investing, why does Ophelia not? How was raising the first Blossom fund? What were some of her biggest lessons? Why does Ophelia believe that follow-on investing can damage returns? How does Ophelia reflect on her own relationship to price? When has she paid up and it worked? When has she paid up and it not worked? Does Ophelia think it is fair that many find her curt and abrasive to work with? 4.) Europe: Is Now Really The Right Time? What would Ophelia like to see change in the way European VCs act? If Ophelia could invest in one seed firm, one Series A firm and one growth firm in Europe, what would they be? Why? What are 1-2 of the biggest barriers Europe must overcome in the next 5 years?
3/17/2023 • 52 minutes, 22 seconds
20Growth: The Inside Story to Uber's Hypergrowth Scaling; What Worked, What Did Not? | Spending a $1BN Budget at Uber and Why China was the Wild West for Uber | Why You Do Not Need a Growth Team with Adam Grenier
Adam Grenier is an OG of the growth world. His first role in growth, was none other than Uber where he was Head of Growth Marketing and Innovation building the global marketing growth infrastructure and team from the ground up. He then enjoyed successful spells at Lambda School and Masterclass as VP Growth and VP of Marketing, respectively. If that was not enough, Adam is also a prolific angel having made investments in Superhuman, Table22, and FitXR to name a few. In Today's Episode with Adam Grenier We Discuss: 1.) Entry into the World of Growth with Uber: How did Adam make his way into the world of growth with Uber and Ed Baker? What are the single biggest takeaways from his time at Uber, Lambda and Masterclass? What does Adam know now that he wishes he had known when he started in growth? 2.) Growth: What it is? Why You Do Not Need a Team for it? How does Adam define the term "growth" today? What is the role of "Head of Growth"? Why does Adam believe that you do not need a growth team? How can leaders infuse growth principles, mindsets and metrics into existing teams? WHat are the single biggest mistakes founders make when thinking about growth? 3.) Hiring Growth Mindsets: How to Ask the Right Question: What are the clearest signs to Adam that someone has a growth mindset? What are the right questions to ask to see how they think? How does Adam use tests and case studies to determine the growth mindset of a person? What did Uber teach Adam about the best practices to hire for growth? 4.) Uber: Scaling a Monster and Spending $1BN on Ads: What are some of Adam's biggest lessons from spending $1BN on advertising at Uber? Why at anytime were there 200 people paying for ads with their personal credit cards? Why does Adam believe China was "the wild-west"? How did all of their competitors in China have Uber data? How do growth mechanics, channels and disciplines compare between US vs China?
3/15/2023 • 54 minutes, 45 seconds
20VC: SVB: What Happened? What Happens Now? Will Depositors Have Deposits Guaranteed? How Long Will It Take? Will There Be a Buyer? Who is the Most Likely Buyer? What is the Best and Worst Outcome?
Jackie Reses is the CEO of Lead Bank and previous Exec Chair of Square Financial Services and Head of Lending and Banking. One of only people to have started a bank as a de no; Only tech company to get approved for a de novo. Chair Economic Advisory Council of SF Federal Reserve. Kris Dickson is the CFO of Lead Bank and previously the CAO / CFO of post-BK Lehman Brothers parent co-estate for 10 years. Lehman Holdco estate has liquidated and distributed $129 billion to unsecured creditors through the end of 2022. In Today's Episode on SVB We Discuss: What Happened? How and why did SVB fail so fast? Was it the result of systemic problems or a series of management mistakes? What role did VCs play in the downfall of SVB? What role did social media and online banking play in the failing of SVB? What Now? What happens now? Will depositors have their deposits guaranteed? Will there be a buyer for SVB? Who is the most likely? Should founders be worried about moving their money to neo-banks? Should founders in any circumstances transfer money to their personal accounts? What is the best and worst outcome?
3/12/2023 • 37 minutes, 1 second
20VC: Why AI Will Lead to Thousands of Billionaires and Elon Musk's, Will TikTok Be Banned and How Facebook Should Be Investing in AI & Why Startups Have Become Too Soft; We Need a Spiritual Reform with Amjad Masad, Founder & CEO @ Replit
Amjad Masad is the Founder and CEO @ Replit, whose mission is to bring the next billion software creators online. With Replit, Amjad has raised over $100M from the likes of Peter Thiel, a16z, Coatue and Addition, to name a few. Before founding Replit, Amjad was a tech lead on the JavaScript infrastructure team at Facebook. Before Facebook, Amjad was #1 employee at Codecademy. In Today's Episode with Amjad Masad We Discuss: 1.) From Troublemaker Child in Iran to Silicon Valley Founder: How did Amjad make his way into the world of tech and Silicon Valley having grown up as a misbehaving child in Iran? In what ways did Amjad show early signs of exceptionalism? Why does he always look for this in people he is hiring for Replit? What does Amjad know now that he wishes he had known when he started Replit? 2.) The Future: A New World with AI at the Centre: Why does Amjad believe we will see thousands of billionaires created from the innovation in AI? Why does Amjad believe AI will lead to 100 more Elon Musks? If Amjad were CEO of Facebook, what would he do? Why and how do they have to invest in AI? Will TikTok be banned in the US? How will this be resolved? Why does Amjad believe that 300 people control the future of AI? Is that not concerning? 3.) The Future of Society, Employment and Wages: Why does Amjad believe in 10 years, 1 engineer will be able to do what 100 do today? What will happen to the real wages of engineers? How does Amjad see the inclusion of universal basic income in the future? Is Amjad concerned about societal and civil unrest with wealth disparity widening further? 4.) Building the Replit Army: Why does Amjad believe that so many in tech have gotten too soft in the last few years? Why does Amjad release a "Why You Should Not Join Replit" page and share it with all candidates? How can a founder know if they have good company values or not? Why does Amjad feel we need a spiritual reform in company building? Why are startups and religion the same?
3/10/2023 • 45 minutes, 54 seconds
20Product: Shopify's VP Product on Why the Founder is Always the Head of Product, What Makes Truly Special Product Managers, Why The Majority of Product Managers Need to Change, Why Top-Down Decision-Making in Product is Good & How Shopify Will Be Bigger
Glen Coates is the VP of Product @ Shopify, leading the development of Shopify’s core commerce platform. He also oversees the core developer platform and Shopify’s partner ecosystem, which includes over 10,000 publicly available apps in the Shopify App Store. Originally a CompSci grad, Glen moved from Sydney to San Diego in 2008 to run US distribution and e-commerce for an Australian eco-products company. In 2010, he attended Columbia Business School for one whole day before quitting to start Handshake, a SaaS B2B e-commerce platform. Glen joined Shopify in May 2019 when the company acquired Handshake. Glen has been in the Vice President role since October 2020. In Today's Episode with Glen Coates We Discuss: 1. From Game Developer in Sydney to Running E-Commerce Warehouse in NYC: How Glen made his way into the world of product and e-commerce having started life as a game developer? Why does Glen believe that the best founders and product people often have their roots in gaming? What does Glen know now that he wishes he had known when he joined Shopify? 2. The Art of Product and Product Management: Is product more an art or a science? If you had to put a number on it, what would it be? What is "product management"? Why can it not be reduced to frameworks? What are "product principles"? How do Shopify use them? How should product teams set them? What makes the very best PMs today? What are the commonalities in them? What is the sign of a poor PM? What would Glen most like to change about the world of PMs? 3. The Art of Product Marketing: What does Glen believe is the true art of product marketing? How did a CEO group teach Glen how to tell truly great stories? How can one tell great stories when you have to cater to multiple different customers/personas? How does Glen evaluate the current state of Shopify's product marketing? 4. Shopify and The Future of Shopify: Why does Glen think it is important for Shopify to have a tops down decision-making process for product strategy? What does Glen believe is the #1 reason why Shopify is such a large and successful company? What is the single hardest element of Glen's role today? How does Glen believe that Shopify will be larger than Amazon in 5-10 years time?
3/8/2023 • 50 minutes, 8 seconds
20VC: Meta CMO Alex Schultz on The Crucible Moments Scaling Facebook to 1BN Users, Turning Facebook Reels Into a Monetisation Engine, Competing Against TikTok and SNAP, Coming Out in the World of Tech; The Challenges and What Needs to Change
Alex Schultz is the Chief Marketing Officer and VP of Analytics for Meta (formerly Facebook), leading Marketing, Analytics, and Internationalization. Previously, Mark Zuckerberg stood up and said, "Facebook would not be a BN user company without Alex". At Meta, Alex has pioneered the integration of product and direct response marketing at Meta and helped launch many of the company’s most impactful products and initiatives. Alex is gay and is the executive sponsor of Facebook’s LGBTQ+ Employee Resource Group. In Today's Episode with Alex Schultz We Discuss: 1. From Paper Planes to CMO of Facebook: How Alex started his career in the world of paper planes and how that led to his getting a role at an early eBay? What are 1-2 of his biggest lessons from eBay? How did the role at Facebook come about in 2008? Why did he decide to join the early Facebook? What does Alex know now that he wishes he had known when he started his time at Facebook? 2. The Secret to Scaling to 1 Billion Users: Mark Zuckerberg has said that "Facebook would not be a billion-user company without Alex". So what does Alex believe are the 1-2 biggest needle movers in FB scaling to 1 billion users? Why does Alex believe that the best leaders are patiently right? How can management be direct and effective but also show they care and be kind? What have been some of Alex's biggest lessons on people management across different phases of the company? 3. Crucible Moments in Facebook History: Facebook Messenger Split: What was the decision-making process behind splitting Messenger from the core Facebook App? What did they do right and well in the split? What mistakes were made? Rebrand to Meta: Why did Facebook decide it was right to rebrand to Meta? Has the rebrand gone well? How does Alex define success with the rebrand? Reels vs TikTok vs SNAP: Does Alex believe we are moving away from the social graph and moving to content discovery only? How does Alex feel Reels is doing in the race against TikTok? What have they done well? Why does Alex believe SNAP hasn't innovated in the way people think and copied Kakao in cases? What is the key to turning Reels into a monetization machine for Facebook? 4. Alex Schultz: The Person and Leader: How was the coming out process for Alex in the tech community? How did his parents respond to the news? What does Alex mean when he says, "everyone has to mourn their own version of your future self"? Why when he moved to the states was Alex advised to go back in the closet? Does Alex feel we have a long way to go in equalizing the playing field both for homosexuality and trans-gender participation?
3/6/2023 • 49 minutes, 33 seconds
20VC: Will LPs Pull Out of Existing Managers, How Will Fund Sizes Change Moving Forward, Is Now The Time to be Aggressive on Secondaries, What is the Discount on Secondaries Today, Who Will Win and Lose in the Next Five Years with Hunter Somerville, Partn
Hunter Somerville is a Partner @ Stepstone, one of the largest secondary buyers, fund investors and players in our ecosystem with over $600BN in capital responsibility and over $100BN AUM. Additionally, Hunter serves on the LP Advisory Boards for Felix Capital, Foundry Group, Imaginary Ventures, Scale Venture Partners, Boldstart Ventures, Ludlow Ventures, and more. Prior to StepStone, Hunter was a general partner with Greenspring Associates, a venture capital and growth equity investment firm that merged with StepStone in 2021. Before that, he worked as an associate for Camden Private Capital. In Todays Episode with Hunter Somerville We Discuss: 1. Three Types of Secondaries: What are the three different types of secondaries? What is the current situation with company secondary opportunities today? What is the current landscape for fund secondary opportunities today? What are GP-led restructuring or strip sales? How do they work? 2. LPs Today and Moving Forward Investing in Funds: Will we see a wave of LPs not commit to their existing managers? What is the denominator effect and how does that impact LP deployment into funds? What are the top 3 reasons why LPs will not re-commit to existing managers? Do LPs feel VCs have fairly marked down their venture books in the last 6 months? Does Hunter agree that if you have not returned cash to your LPs when you could have done ijn the last 5 years, then you are most in trouble? Why does Hunter believe we will see more international LPs entering venture than ever before? 3. Liquidity: When Does the Cash Hit: Why was liquidity so bad in 2022? How did that compare to 2021? How does Hunter forecast liquidity environments in 2023? What could drive them? How active were Stepstone in secondary buying over the last few years? Is now the time to be greedy when others are fearful in secondaries? What discount was Hunter seeing both on fund and company side secondaries in 20-22? What is the current level of discount being applied to both company and fund secondaries? 4. AMA with One of the Largest Secondary Buyers: Which LP class will be hurt the most from the last fund cycle? What would Hunter most like to change about the world of venture? What was Hunter's biggest mistake on a company investment? What are the biggest mistakes LPs make when they do direct investing? Why are big-name people entering firms as GPs not always a good sign?
3/3/2023 • 51 minutes, 21 seconds
20VC: The Story of Ring: Scaling from an Idea in a Garage to Richard Branson Investing and a Reported $1BN Amazon Acquisition | Why Building a Brand is Like Making Great Wine | The Secret to Hiring Success; Hire Marathoners and more with Jamie Siminoff
Jamie Siminoff is the Founder and Chief Inventor @ Ring, with Ring Jamie, created the world’s first Wi-Fi video doorbell while working in his garage in 2011. Since Ring’s launch in 2013, Ring has helped make thousands of neighborhoods safer all around the world. As part of the journey, Jamie raised over $385M from the likes of True Ventures, Felicis, First Round, CRV, Upfront and more. In 2018, Amazon acquired Ring for a reported $1BN. Prior to Ring, Jamie founded several successful ventures including PhoneTag, the world’s first voicemail-to-text company, and Unsubscribe.com, a service that helped email users clean commercial email from their inboxes. He successfully sold both companies in 2009 and 2011 respectively. In Today's Episode with Jamie Siminoff We Discuss: 1.) From Creating the First Wi-Fi Doorbell to $BN Acquisition: When was the moment Jamie realized he had to create the world's first Wi-Fi-enabled doorbell? How di Richard Branson come to be an investor in Ring? What was the process? How does Jamie advise other founders when it comes to the question of whether it is valuable having business moguls as investors in their business? 2.) Crucible Moments: From Lawsuits and Near-Death to $22M in Sales in a Day: When Jamie hears the words "near-death experience" what is the moment in the Ring journey that comes to mind? How did Jamie get through a crippling lawsuit and come out selling $22M in 24 hours on QVC? How did Jamie feel when he placed a $500M order with manufacturers when he only had $100M? What does Jamie believe was the hardest phase of the business? 3.) Jamie Siminoff: The Leader: Why does Jamie want to hire marathon runners? Why does the analogy make for good hires? Does Jamie start from a position of trust with new hires and it is there to be built or start with no trust and it is there to be gained? Does Jamie believe he is a tolerant leader? What does he mean when he says, "I want to see the dirt under your fingernails"? Why does Jamie believe that building a brand is like making great wine? Why does Jamie really hate customer surveys? What should be done instead? 4.) Selling for $1BN to Amazon: How did the Amazon acquisition come to be? How did the discussion go? Why did Jamie decide then was the right time? When you sell for a $1BN, does the cash hit your account soon? When did Jamie actually receive the money? How did he feel when he saw it is in his account? What does Jamie believe Ring did so well to make the acquisition a success? What did Amazon do well to ensure Ring was integrated most effectively? What are 1-2 of the biggest lessons Jamie has learned from being within Amazon?
3/1/2023 • 57 minutes, 30 seconds
20VC: How Multi-Stage Funds Changed The Game For Seed Rounds, Why Signalling Risk is BS, The Three Most Important Variables for Founders When Raising Rounds & A Debate on Portfolio Construction: Does Ownership Matter with David Tisch
David Tisch is the Managing Partner of BoxGroup, one of the leading seed-stage investment firms of the last decade having invested in over 500 seed-stage startups, including Plaid, Ro, Ramp, PillPack, Amplitude, Flatiron Health, Stripe, Warby Parker, Harry’s, Oscar, Flexport, Classpass, Vine, GroupMe, Airtable and more. David is also the Chairman of GoodDog, a marketplace to find pets online. In Today's Episode with David Tisch We Discuss: 1.) From Techstars To Founding BoxGroup: How did David start his own firm in the form of Box having started at Techstars? What advice from Brad Feld does David always remember and hold close? What does David know now that he wishes he had known when started investing? 2.) The Debate: The Math Does Not Work: Portfolio Construction: Ownership Does not Matter: How does David justify writing $100K checks from a $127.5M early-stage fund? Even if it is a home run, it does not make a difference to the fund? Level of Diversification: If David is writing small checks like this, with his fund size he will have hundreds of companies, what does David believe is the right level of diversification? Reserves management: How does David think about the ratio of initial to reserves when deploying the funds today? How does reserves management change in a recession? How does David prevent other VCs from using this to try and push him down to always writing a $100K check? Why does David believe that the size of check he is able to invest is the VC's problem and not the founders? Price Sensitivity: How does David assess his own relationship to price today? Why does he believe that company valuation is not something that the investor controls? 3.) Advice to Founders Raising Rounds: What does David believe is the #1 role of the CEO? What are the three most important variables for founders to focus on when raising their round? How should founders analyze the tradeoff between the brand of the VC and the size of the round? Does signaling really make a difference when a large fund invests at seed? How did multi-stage funds change the seed landscape forever with a new product? Who does David believe are the tourists in early-stage venture? Will they leave in the recession? 4.) David Tisch: AMA: Why does David believe that consumer social is not fun anymore? Who when they send him a deal does David take it most seriously? How does David want to ensure that bad VC behaviour is exposed? What would David most like to change about the venture landscape today?
2/27/2023 • 1 hour, 1 minute, 45 seconds
20VC: Why Value Investing is BS, The Most Insane Elements of SPACs, Why Simplification is the Secret to High Margins & Why Good Values Should Make You Uncomfortable with Joey Levin, CEO @ IAC
Joey Levin is the CEO of IAC where he has overseen the constant evolution of the company, including the initial IPO and subsequent spin-off of Match Group, the spin-off of Vimeo, and the acquisitions of Angie’s List and Care.com. If that was not enough, in October 2022, Joey was also appointed as CEO of Angi Inc. In addition to this, Joey also serves on the boards of IAC, Turo, and MGM Resorts International. In Today's Discussion with Joey Levin We Discuss: 1.) The Makings of a Great Leader: When Joey was younger, what did he want to be when he grew up? What is Joey's biggest advice to people coming out of college/university at this time? What 1-2 things does Joey credit his internal and fast rise in IAC to? 2) Value Investing is BS & The Markets Today: Why does Joey believe the idea of "value investing" is BS? What 1-2 behavior traits of investors in the last few years were most dangerous? Why does Joey believe that the current market is reasonable and now is the new normal? How does Joey keep internal morale high when people have become accustomed to high stock prices? Does Joey believe in the statement, "be greedy when others are fearful and fearful when others are greedy"? 3.) Simplification is the Secret to Margin & Messaging 101: Why does Joey believe simplification is the core of high margins? How can startups and scale-ups identify where to simplify first? What are the subsequent steps? Why does Joey believe that the best values should make you feel uncomfortable? What is a lesson from Joey's father on what makes truly great messaging? 4.) Parenting, Money and Marriage: How does Joey reflect on his own relationship to money today? What are 1-2 lessons taught by his mother on how to approach money and wealth? What does Joey believe is the secret to truly happy marriages? What are Joey's biggest lessons on what it takes to be an effective and good father?
2/24/2023 • 37 minutes, 23 seconds
20VC: Instagram Founders Kevin Systrom and Mike Krieger on Why Social Networks Should Be Less Social & The Next Wave of Social | Why San Francisco Will Return with a Vengeance and The Future For Remote Work | Let's Get Personal: Relationships to Money, Be
Kevin Systrom and Mike Krieger are the co-founders of Instagram. Since its release in 2010, Instagram has become of the most significant products in modern society shaping the way millions of people engage with the world around them. In January this year, Kevin and Mike announced their return to the founding arena with the launch of Artifact, a personalized news feed driven by artificial intelligence. In Today's Show with Kevin Systrom and Mike Krieger We Discuss: 1.) The Perfect Partnership: Question from Josh Kushner @ Thrive: What makes Kevin and Mike such a great partnership? What was the last disagreement they had? How was it resolved? They built Instagram in person, in an office. They are building Artifact remotely, what has changed in the way they operate when comparing remote to in-person? 2.) Why Social Networks are Broken & The Next Frontier: Why does Kevin believe social networks today are broken and should be less social? What fundamental premise are social networks built on that Kevin believes is wrong? How will AI and machine learning be central in the next wave of social? How do Kevin and Mike evaluate TikTok and the next wave of content discovery? 3.) Welcome Artifact: The Comeback: Why does Kevin believe they chose the worst idea for their new company? Why is it? Were they nervous about founding Artifact and expectations being so high given Instagram? Why does Kevin argue that Artifact is not actually a "news app"? What does Kevin believe is the biggest lesson Apple taught us about messaging? 4.) Family, Money, San Francisco: Why does Kevin believe that SF will return as the centre of tech once again? Why does Kevin believe that many millennials in the workforce today are entitled and soft? How has becoming a father changed the way Kevin and Mike operate and execute? How do Kevin and Mike assess their relationship with money today? How has it changed? 5.) Hiring, Investing, Managing: What are some of Kevin and Mike's biggest lessons when it comes to hiring? What are the single biggest hiring mistakes they have made? Is it wrong to not hire someone because they are really really boring? What are the biggest lessons for Kevin and Mike from their angel investing?
2/22/2023 • 1 hour, 4 minutes, 41 seconds
20Sales: What is Sales Engineering? When and How to Hire Them? How They Should Work With AE's? How to Measure Their Success? How They Change Close Rates and Sales Comp Plans with Zach Lawryk, Head of Solutions Consulting @ Rippling
Zach Lawryk is Head of Solutions Consulting @ Rippling, what is solutions consulting? They are the product expert in the solution that ties a business value to help support the sales rep in the execution of their quota. And there is no one better than Zach, prior to leading the solutions consulting team at Rippling, Zach was VP of Solutions Consulting at Slack where he scaled the SE team from 10 to 200. Before Slack, Zach was Head of Solutions Engineering @ Optimizely and before that was Director of Sales Engineering at Box. In Today's Episode with Zach Lawryk We Discuss: 1. ) WTF is Solutions Engineering: What is Solutions engineering and why is it important? How does a software developer turned lawyer become one of the OGs of Solutions Engineering? What is the single biggest piece of advice Zach gives to graduates entering the workforce today? 2.) When and Who: Building the Foundations: When is the right time to hire your first solutions engineer? Should this be a senior hire or a more junior hire? What experience is ideal? Would Zach rather have someone who has sold to the same customer segment or sold to the same deal size? What are the challenges with each? 3.) Making the First Hire: The Process: What is the right hiring process for solutions engineers? Which members of your existing team should be involved in the process? What are some of Zach's favourite questions on the candidates past to determine quality? What are the best case studies and tests to give potential hires to test their aptitude? What are the biggest red flags in the hiring process for solutions engineers? 4.) Integrating into the Team: Making it Work: What is the optimal onboarding process for solutions engineers? Why does Zach think it is important they spend time with customer success in their first month? What is the right way to measure the effectiveness of SE's? How should the entrance of SE's impact the close rate and comp structure for AE's? How can sales leaders prevent division and friction between AEs and SEs?
2/20/2023 • 34 minutes, 8 seconds
20VC: Grammy Nominee Aloe Blacc on Working with Avicii on "Wake Me Up", The Art of Great Storytelling, Behind The Scenes on the Songwriting Process and Why Rules Are Just "Good Suggestions"