If you enjoy When to Jump, you'll love this new podcast from Inc. called the Founders Project with Alexa von Tobel. You'll hear from top technology entrepreneurs who'll give you the knowledge, tools, and inspiration needed to build a company that thrives. Listen to this episode with Susan Tynan, founder of Framebridge, on how she went from working in government to tech. Subscribe to Inc. Founders Project wherever you listen to podcasts.

Raegan Moya-Jones was a successful saleswoman when she started her company. Between her kids and full time job, Raegan grew the company into a million dollar business. And that's when she finally made the jump. Today, she tells us her story. You can find more about Raegan at her website, www.raeganmoyajones.com

Mark Manson went from aspiring musician to bestselling author. His journey helped him realize that following what feels easy and enjoyable can lead to a big payoff. This week, he talks to Mike about that journey. --Buy the When To Jump paperback here: https://amazon.comFor more great stories from Macmillan Podcasts, subscribe to our newsletter at http://bit.ly/mpnnewsletter.

Ruth Zukerman has made many jumps in her life: from dancer to wife, from wife to Soul Cycle founder, from Soul Cycle founder to Fly Wheel founder. For Ruth, what been consistent is that when things get tough, she always shows up and does what needs to be done. Hear her story this week on When to Jump.--Buy the When To Jump paperback here: https://amazon.comFor more great stories from Macmillan Podcasts, subscribe to our newsletter at http://bit.ly/mpnnewsletter.

Robin Finney quit her job of 11 years to travel the world. How'd she go from office job to around-the-world jetsetter? Take a listen to this special feature episode. You can Robin's website here: wanderingaunt.com--Buy the When To Jump paperback here: https://amazon.comFor more great stories from Macmillan Podcasts, subscribe to our newsletter at http://bit.ly/mpnnewsletter.

This week, we have another guest episode with Stever Robbins, the Get-It-Done Guy. Mike was on Stever's podcast a few years ago and today we're airing that episode here. Hope you enjoy!You can find out more about Get-It-Done Guy here: www.quickanddirtytips.com/get-it-done-guy--Buy the When To Jump paperback here: https://amazon.comFor more great stories from Macmillan Podcasts, subscribe to our newsletter at http://bit.ly/mpnnewsletter.

Paul Napper and Anthony Rao want people to take back control of their lives. They want people to recognize the power of agency. This week, they talk to Mike about their personal jumps and about how agency and jumping intersect.You can find out more about the book The Power of Agency here: PowerofAgency.com. You can also listen to Paul and Anthony on the "Better at Everything" podcast here: apple.co/2WD5MJw--Buy the When To Jump paperback here: amazon.comFor more great stories from Macmillan Podcasts, subscribe to our newsletter at bit.ly/mpnnewsletter.

This week we have a reissue of a classic episode of When to Jump: Mike's interview with Gretchen Rubin. They cover Gretchen's Four Tendencies and how to use those tendencies to get things done (including your jump!)You can find out more about the Happier podcast here: apple.co/1IRqTO2--Buy the newly released When To Jump paperback here: amazon.comFor more great stories from Macmillan Podcasts, subscribe to our newsletter at bit.ly/mpnnewsletter.

Mignon Fogarty started the Grammar Girl podcast 12.5 years ago. Today, she talks to Mike about that first jump from science writer to podcaster, and all the jumps she's made since.You can find out more about Grammar Girl here: https://www.quickanddirtytips.com/grammar-girl--Buy the newly released When To Jump paperback here: https://amazon.comFor more great stories from Macmillan Podcasts, subscribe to our newsletter at http://bit.ly/mpnnewsletter.

This week, we have a guest episode from Laura Adams of the Money Girl podcast. Mike went on Laura's podcast in 2017 and today we bring you that conversation on all things money and jumping.You can find out more about Money Girl here: https://www.quickanddirtytips.com/money-girl--Buy the newly released When To Jump paperback here: https://amazon.comFor more great stories from Macmillan Podcasts, subscribe to our newsletter at http://bit.ly/mpnnewsletter.

Marjorie Gubelmann returned to her college roots to DJ for 15 minutes at a friend's party. Those 15 minutes turned to 3 hours and DJ Mad Marj was born.--Buy the newly released When To Jump paperback here: https://amazon.comFor more great stories from Macmillan Podcasts, subscribe to our newsletter at http://bit.ly/mpnnewsletter.

This week we return with one of our best episodes: Mike's interview with Seth Godin. Find out how Seth reframes failure and what successful people have in common.--Buy the newly released When To Jump paperback here: https://amazon.comFor more great stories from Macmillan Podcasts, subscribe to our newsletter at http://bit.ly/mpnnewsletter.

Every great collaboration is a love story. It’s intense. Passionate. Along the way, there are flashes of love, hate, pride, ego, ambition, and brilliance. This is One Plus One, the show about the spark that drives two original thinkers to ultimate success. We’ll unearth the stories of Paul McCartney & John Lennon, Frida Kahlo & Diego Rivera, Beyonce & Jay-Z, Shaq & Kobe, and many more, and learn what it is about their chemistry that led them to greatness. Subscribe to One Plus One today at wondery.fm/OPO.

Chris Olsen had a secure job in Silicon Valley, but something about the Midwest was calling his name. This week, Mike talks to Chris about leaping from the investment capital of the world to new frontiers in Ohio.You can find out more about Chris and Drive Capital here: www.drivecapital.com--Buy the newly released When To Jump paperback here: https://amazon.comFor more great stories from Macmillan Podcasts, subscribe to our newsletter at http://bit.ly/mpnnewsletter.

Peggy Allen went from high powered executive in the television industry to sheep farmer. How'd she do it? Listen for more.You can find out more about Peggy's farm here: www.savagehartfarm.com--Buy the newly released When To Jump paperback here: https://amazon.comFor more great stories from Macmillan Podcasts, subscribe to our newsletter at http://bit.ly/mpnnewsletter.

This week, Mike talks to COO of ARod Corp, Jeff Lee. In a fascinating conversation, the two cover everything from pivoting between skillsets to how your side passions can lead you to the job of your dreams.--Buy the newly released When To Jump paperback here: https://amazon.com

Mike talks to TreVorski Tylon Garrett about a wide range of topics. From balancing your time as a student athlete to balancing what you want with what others want for you, this discussions runs the gambit. Last, they have a lively discussion on the meaning of music in their lives.--Buy the newly released When To Jump paperback here: https://amazon.com

Greg Rose jumped from consulting & analytics to a more food centric role. He talks about why is love of the culinary arts helped him go the distance. --• Buy the newly released When To Jump paperback here: https://amazon.com

Alissa Orlando jumped from a corporate dream job to the African continent. She reflects on her journey and what's to come.--• Buy the newly released When To Jump paperback here: https://amazon.com

Alex Korchinski achieved his childhood dream when he started his own company. But it wasn't everything he thought it would be. Alex talks about jumping OUT of his dream job and onto a new path. --• Buy the When To Jump book here: https://amazon.com• Find out more about Alex Korchinski at alexgivesup.com

Laura and Kelly Moffat, co-founders of Kirrin Finch, utilized every means possible to get their business off the ground.

Sheryl Sandberg, COO of Facebook and founder of Lean In, discusses her career jump from government to tech, and the most important things she learned along the way.

Mike McDerment, CEO and co-founder of Freshdesk, doesn't expect to get it right every time he jumps.

Matt Pohlson, co-founder and co-CEO of Omaze, desperately wanted to have dinner with Magic Johnson. He also wanted to save the world. How did his jump accomplish both?

Jason Feifer is the editor-in-chief of Entrepreneur magazine, but he took quite a few surprising jumps to get there. He gets candid about a gritty path in an evolving industry.--• Buy the When To Jump book here: https://amazon.com

Manoush Zomordi was one of the first guests on the When to Jump podcast. In the year since that came out, she's made a few huge jumps. --• Buy the When To Jump book here: https://amazon.com• For more on Manoush Zomorodi and her new project, check out zigzagpod.com

Robert Fitzpatrick has changed careers at least 13 times in his illustrious professional life. He shares his secret to being so flexible on this week's episode. --• Buy the When To Jump book here: https://amazon.com

Former USC football player Lawrence Campbell used to think about nothing but sports, but his enthusiasm waned. In this episode, he shares how he re-ignited his passion and used it to move on from a job he was unhappy with.--• Buy the When To Jump book here: https://amazon.com• For more on Lawrence Campbell, check out his podcast.

Alex Armstrong knew he wanted to make a jump into an industry he was passionate about. He shares his story of of carving out a niche and starting a business. --• Buy the When To Jump book here: https://amazon.com• For more on Alex Armstrong click here.

Shawn Askinosie enjoyed a successful career as a criminal defense lawyer, but left it call to start a chocolate company. It wasn't an easy transition, but it's one he needed to make. --• Buy the When To Jump book here: https://amazon.com• For more on Shawn Askinosie, check out askinosie.com

When making a jump, often you are very aware of the possibility that you could fail to achieve what you set out to do. Dealing with that and recovering after it happens, though, is a skill like any other. James Altucher, a serial jumper that has failed plenty, lends his insight. ---• Buy the When To Jump book here: https://amazon.com• For more on James Altucher, head to www.jamesaltucher.com

Julie Finn has made several jumps, from academia to finance to working for herself. In each jump, though, she discovered that getting herself mentally prepared to take a risk was as important as any other step.--• Buy the When To Jump book here: https://amazon.com• Find out more about Julie Finn at theworkingmothersmentor.com

Casey Gibson got into the music industry as part of a band, and stayed in it by making music for commercials. But for his latest jump, the pianist decided to make something for his own enjoyment, and he has been rewarded with a Grammy nomination. --• Buy the When To Jump book here: https://amazon.com• Find out more about Casey Gibson at http://casey-gibson.com/

Stever Robbins hosts the popular Get It Done Guy podcast, but besides being a productivity expert he has also made several career jumps of his own. Hear some of his tips and tricks here. --• Buy the When To Jump book here: https://amazon.com

Nick Martell and Jack Kramer were each working in finance when their financial newsletter, Marketsnacks, took off. Since then, the two have managed to keep building Marketsnacks, while also keeping it as a side hustle. Hear how they do it in this episode.--• Buy the When To Jump book here: https://amazon.com

Nivi Achanta decided to go to a networking event on a whim, and that turned out to be the key to accomplishing the hardest part of any jump: taking the first step. --• Buy the When To Jump book here: https://amazon.com

Amy Van Haren had an idea to build a community, but she determined the best way to do it would be to meet them face-to-face. In this episode of When To Jump, Mike talks with Amy before she jumps into an RV and travels the country serving breastfeeding moms, then checks in with her again a few months into her tour. --• For more information on Amy, visit pumpspotting.com.• Buy the When To Jump book here: https://amazon.com

Brenda Berkman abandoned her law career just as it was getting started to take one of the most dangerous jobs on the planet: A firefighter. Berman's jump wasn't just risky, though: It was also historic. New York City's first woman firefighter talks about her fight to be allowed in the fire department, the struggles she faced once there, and how she has continued to take jumps throughout her life.--• Tickets for this year's Jump Club and more information at whentojump.com.• Buy the When To Jump book here: https://amazon.com--This week's episode is supported by True Botanicals and RelentlessMV. Check out the new podcast I Love You But I Hate Your Politics on Apple Podcasts or Google Podcasts: https://apple.co/2MmtgSI / http://bit.ly/2Bisj8W

Phyllis Hochman was in her 40s when she decided to move to Tucson Arizona from New York City with her husband. Together, they built a life that barely resembled their old one, and they benefitted for it.--• Tickets for this year's Jump Club and more information at whentojump.com.• Buy the When To Jump book here: https://amazon.com--This week's episode is supported by True Botanicals, Relentless MV, and LinkedIn (LinkedIn.com/JUMP). Check out the new podcast I Love You But I Hate Your Politics on Apple Podcasts or Google Podcasts: https://apple.co/2MmtgSI / http://bit.ly/2Bisj8W

As a young man, John Valverde made a big mistake. But his time in prison didn't prevent him from impacting others' lives, and transforming his own. --• For more information about John: https://www.youthbuild.org/john-valverde• Tickets for this year's Jump Club and more information at whentojump.com.• Buy the When To Jump book here: https://amazon.com--This week's episode is supported by LinkedIn, True Botanicals and Relentless MV.

Jeanne Blasberg was always interested in reading and writing, but the path to becoming an author really only required one crucial step: hunkering down and doing the work. --• Buy Jeanne's novel, Eden: https://amazon.com• Tickets for this year's Jump Club and more information at whentojump.com.• Buy the When To Jump book here: https://amazon.com--This week's episode is supported by Memory Bank (mymemorybank.com/jump) and Relentless MV.

Arianne Jones needed focus and persistence to become an Olympian in luge. Little did she know that those same traits would come in handy as she embarked on a second, very different career. --• For more on this week's guest, visit jonesluge.ca• Tickets for this year's Jump Club and more information at whentojump.com.• Buy the When To Jump book here: https://amazon.com---This week's episode is supported by Memory Bank (mymemorybank.com/jump).

There is all sorts of planning that needs to go into any jump, but financial planning might be the most important. On this week's show, financial coach Jerrid Sebesta talks about his jump from being a TV weatherman to helping people with their finances, and details the most important things you can do financially before making a big change in your career. --• For more on this week's guest, visit www.jerridsebesta.com• Tickets for this year's Jump Club and more information at whentojump.com.• Buy the When To Jump book here: https://amazon.com---This week's episode is supported by Care/Of (takecareof.com).

Years ago, Chris Guillebeau set off on a quest to visit all 196 countries in the world. As he completed his journey, he learned some valuable lessons about how to make the most of every day, and accomplish goals that seem far-fetched. --• For more on this week's guest, visit https://chrisguillebeau.com/• Tickets for this year's Jump Club and more information at whentojump.com.• Buy the When To Jump book here: https://amazon.com---This week's episode is supported by LinkedIn (linkedin.com/JUMP).

Phil Hellmuth was cleaning monkey cages as a college job when he got started playing poker. Making the jump to turn poker into a full-time career wasn't exactly an easy thing to explain to his father. ---• Buy Phil Hellmuth's book #Positivity here: https://amazon.com• Tickets for this year's Jump Club and more information at whentojump.com.• Buy the When To Jump book here: https://amazon.com---This week's episode is supported by Memory Bank (mymemorybank.com/jump).

Oregon Governor Kate Brown wanted to make a positive impact on the world, and she found that jumping from family law and into public service was the best way to do it.---• For more on this week's guest, visit https://www.oregon.gov/gov/pages/index.aspx• Tickets for this year's Jump Club and more information at whentojump.com.• Buy the When To Jump book here: https://amazon.com---This week's episode is supported by Memory Bank (mymemorybank.com/jump).

Before determining what your jump should be, it might be helpful to ask yourself: What kind of person am I? How do I make decisions? From where do I draw motivation? This week, host Mike Lewis welcomes Gretchen Rubin on the show. Throughout her career as a bestselling author and host of the "Happier" podcast, Rubin has determined that there are four distinct personality types. Which one you are could help determine how to approach a big life change.--• For more on this week's guest, visit gretchenrubin.com• Tickets for this year's Jump Club and more information at whentojump.com.• Buy the When To Jump book here: https://amazon.com--

There's a special announcement in this edition of the When To Jump Podcast -- the lineup and location of 2018's Jump Club! In this episode, Mike Lewis talks about the origins of When To Jump's marquee event, and we hear from Laura McKowen, who will be keynoting this year's event. • Tickets and more information at whentojump.com.• Buy the When To Jump book here: https://amazon.com--This week's episode is supported by Legal Shield, the Macmillan Audio title What Would the Great Economists Do?, and Weebly (weebly.com/JUMP).

Seth Godin is an entrepreneur, best-selling author, and speaker, whose works have inspired many people around the world to start their own business projects. He also hosts Akimbo, a new podcast about our culture and how we can change it.In conversation with Mike Lewis, Godin talks about the core ideas that make for successful marketing, and how everyday jumpers and apply them to their own lives.• For more information about Seth, visit sethgodin.com• Visit the When To Jump community: whentojump.com• Buy the When To Jump book here: https://amazon.com--This week's episode is supported by Legal Shield, the Macmillan Audio title What Would the Great Economists Do?, and Weebly (weebly.com/JUMP).--Feature Photo Credit: Brian Bloom

Making a jump is hard enough on its own, but adding more schooling to the equation can make things difficult, especially if you're in the middle of your career. Dr. Dawn Graham is the director of career management for the executive MBA program at The Wharton School, and in this episode she talks with Mike about the things to keep in mind when considering going back to school, and whether or not it's too late to head back to the classroom (spoiler alert: it probably isn't!)--Visit When To Jump.Buy the When To Jump book here.--This week's episode is supported by Legal Shield, Design Crowd (designcrowd.com/JUMP) and Flava Naturals.

Kelly O'Hara had long been an advocate for survivors of sexual assault, but one fateful St. Patrick's Day convinced her to take the jump to do it full time.--Visit When To Jump.Buy the When To Jump book here.--This week's episode is supported by Best Self (bestself.co/WHENTOJUMP), Design Crowd (designcrowd.com/JUMP), Great Women of Business (parcast.com/BUSINESS) and Legal Shield.

You may know her today as the cohost of America’s Newsroom and Outnumbered on Fox News Channel, but Sandra Smith’s background for most of her life had little to do with television, or even journalism. Her story is all about saying “yes” when opportunities arise, and being ok with making sacrifices along the way. --Visit When To Jump.Buy the When To Jump book here.--This week's episode is sponsored by Weebly (weebly.com/JUMP) and Flava Naturals.

The Smart People Podcast features interesting conversations with, you guessed it, smart people from all walks of life. But the origin for the show comes in one of the host's decision to leave his job and do improv comedy. In conversation with Mike Lewis, Chris Stemp and John Rojas explain what led them to leave their careers and start the podcast, and how others can learn from their jump. Visit When To Jump.Buy the When To Jump book here.Listen to the Smart People Podcast.---This week's episode is sponsored by BestSelf (bestself.co/WHENTOJUMP), Weebly (weebly.com/JUMP), and Flava Naturals.

Since 2013, Rob Walker has been dispensing advice about jobs and careers as the New York Times' resident Workologist. In an age when more people than ever are looking to make a jump, how have his questions changed?Read Rob Walker's Workologist column in the New York Times.Visit When To Jump.Buy the When To Jump book here.---This week's episode is sponsored by Design Crowd (designcrowd.com/JUMP) and Soundview Executive Book Summaries (summary.com/JUMP).

For Khe Hy, making a career jump went hand-in-hand with coming to terms with his own mortality. In conversation with Mike Lewis, the former finance guru discusses how he moved his family to Bali on a whim, and how blogging saved his sanity.For more information on Khe Hy, visit his blog (http://rad.family), subscribe to his newsletter (http://radreads.email), and check out his podcast (bit.ly/1radpodcast). For more information on When To Jump, visit the website.Buy the When To Jump book here.--This week's episode is sponsored by Weebly (weebly.com/JUMP) and Soundview (summary.com/JUMP).

To celebrate Small Business Week, hear three stories of people who left something comfortable to strike out on their own and start their own small business. Featuring interviews with Urban Putt CEO Steve Fox, Wildcat Echo cofounder Elizabeth Hague, and Roark Gyms cofounder Nate Chambers.Purchase the When To Jump book here.For more information:Urban PuttRoark GymsWildcat Echo---This week's episode is sponsored by Weebly (weebly.com/JUMP) and Design Crowd (DesignCrowd.com/JUMP).

Jason Dunford competed at the top level of his sport, and was honored to carry his country's flag at the 2012 Olympics. Now, the swimmer is making a jump he hopes will help business in his home country.Purchase the When To Jump book hereThis week's episode is sponsored by Soundview (summary.com/jump), Weebly (weebly.com/jump), and FlavaNaturals.

Cathy Heller moved to Los Angeles intending to make a living performing music. She made it happen, but it required a jump into unfamiliar territory to do so.Purchase the When To Jump book hereThis week's episode is sponsored by So Delicious Dairy Free, Design Crowd (DesignCrowd.com/JUMP) and Soundview (summary.com/jump).

Of all the obstacles to making a jump, having a family or others relying on you for income and support can be the biggest one for many. This week, Mike Lewis talks to a husband and wife team that started their company after their first daughter was born, and haven't looked back since.Purchase the When To Jump book hereThis week's episode is sponsored by So Delicious Dairy Free and Soundview (summary.com/jump).

Inspiration for pursuing one's purpose can come all sorts of ways. Often, as with MissionU CEO Adam Braun, that inspiration can take the form of a small, seemingly insignificant object.Purchase the When To Jump book hereThis week's episode is sponsored by So Delicious Dairy Free (sodeliciousdairyfree.com/jump), Weebly (weebly.com/jump) and DesignCrowd (DesignCrowd.com/JUMP)

So much of making a jump is learning to run your own race, and ignore what others might be doing. Few know that better than Christina Hobbs and Lauren Billings, who together have forged a successful career as romance writers under the shared pen name Christina Lauren.Purchase the When To Jump book hereThis week's episode is sponsored by Pluto Pillow (plutopillow.com, code whentojump) and Soundview (summary.com/jump).

When to Jump shares a clip from a new podcast we think you'll like called Safe for Work. Check it out at https://wondery.com/shows/safe-for-work/Purchase the When To Jump book here

Startup incubator Y Combinator has helped tons of people make jumps, so its president Sam Altman is uniquely positioned to know what goes into one. It turns out, his advice for making a big change in your career comes down to something very simple.Purchase the When To Jump book hereThis week's episode is sponsored by Grasshopper (grasshopper.com/whentojump), Design Crowd (DesignCrowd.com/JUMP) and Soundview (summary.com/jump).

Joey Zwillinger wasn't especially interested in shoes growing up, but his passion for sustainability led him to co-found Allbirds, a rapidly-growing footwear company. In conversation, Zwillinger preaches the virtues of patience in making a jump, among other lessons.Purchase the When To Jump book hereThis week's episode is sponsored by Grasshopper (grasshopper.com/whentojump) and Design Crowd (DesignCrowd.com/JUMP).

Sheryl Sandberg shares the story of how her immigrant family led her to write the forward for the When To Jump book, and host Mike Lewis takes questions from the audience at the first event on the When To Jump book tour.Production help for this week's episode by Andrew Stelzer.This week's episode is sponsored by Grasshopper (grasshopper.com/whentojump) and RXBar (RXBAR.com/jump). Also check out the new podcast But That's Another Story, available wherever you get your podcasts.Purchase the When To Jump book here

The popularity of Shake Shack hamburgers can be traced to an altogether different sort of culinary experience: Founder Danny Meyer's time as a tour guide for Italy's best trattorias. Learn how Meyer turned his love of Italian food into one of America's most popular burger chains.Purchase the When To Jump book here

Sometimes, jumps can fail. And sometimes, you have to fail a lot before you hit success. Few know that better than Joe Gebbia, a designer and cofounder of Airbnb. Mike Lewis talks to Joe about how he grew up, and what motivated him to disrupt an industry, almost by accident.Purchase the When To Jump book hereThis episode is brought to you by Grasshopper and Pluto Pillow.

This week's episode isn't so much about making a jump, but helping others make jumps of their own. David Rusenko and Chris Fanini are the co-founders of Weebly, a service that allows for easy building of a web site -- often one of the first things any jumper needs before going into business for themselves. In a wide-ranging conversation with host Mike Lewis, Rusenko and Fanini detail how Weebly came about, how the platform grew, and how they connect with their own community of jumpers.Purchase the When To Jump book hereLearn more:When To JumpWeebly

On this special live episode at Harpoon Brewery in Boston, Mike Lewis answers questions about his own jump, and how Corey Griffin helped him pursue his dream before his untimely passing four years ago. He is joined by two "jumpers" writes about in his book: Harpoon cofounder Dan Kenary, and blogger Laura McKowen.Purchase the When To Jump book hereLearn more:When To JumpThe Corey C. Griffin FoundationHarpoon BreweryLaura McKowen

Most jumps are made to help one's self. But sometimes, jumps can be made to serve others. Essence editor-in-chief Vanessa K. De Luca's jump fits in the latter category, as she took a pay cut to leave her job in retail to start from the bottom run in the world of fashion journalism.Purchase the When To Jump book hereThis episode is brought to you by Grasshopper (grasshopper.com/whentojump)

Taking a jump can be taxing. Judging from the state of his voice after a jam-packed week of book tour, host Mike Lewis knows that well. But so does Rob Bell, who left the megachurch he founded to start a more well-rounded career that fit himself, his family, and his own unique sense of spirituality.Purchase the When To Jump book here

It's easy to forget that you may not even need to leave your current line of work in order to make a jump. Take it from McKel Hill, who studied to be a dietician but jumped to turn her passion into something different and more suited to what she wanted to accomplish.Purchase the When To Jump book hereThis week's episode is brought to you by the Johns Hopkins Bloomberg School of Public Health. (JHSPH.edu/feelgood)

The When To Jump book is out! To celebrate its release, host Mike Lewis turns the tables and becomes the interview subject. This time, it'll be his mother, Betsy Lewis, asking the questions. Telling one's parents can often be one of the hardest parts of making a jump, and in this conversation Mike recalls what it was like to tell his family about leaving his stable career to play pro squash, and how his childhood influenced his decision.Purchase the When To Jump book hereThis week's episode is brought to you by RXBar (RXBar.com/jump), Johns Hopkins Bloomberg School of Public Health. (JHSPH.edu/feelgood)

Being funny can be stressful, but then again, so can taking a jump. Both are things that come naturally to Gaby Dunn and Allison Raskin, who left Buzzfeed to start their own highly-successful YouTube channel called Just Between Us. In a freewheeling, at times irreverent conversation, the duo take host Mike Lewis through the stages of their jump and how they managed to become such good friends in the first place.Purchase the When To Jump book here

Not every jump is dramatic — sometimes, it's a matter of taking a series of smaller leaps to get you to where you want to go. John Donahoe has been the CEO of Bain & Company, eBay, and now, the cloud company ServiceNow, but he's never been afraid to re-pot.Purchase the When To Jump book hereThis week's episode is brought to you by Platejoy (Platejoy.com, offer code WHENTOJUMP) and Johns Hopkins Bloomberg School of Public Health. (JHSPH.edu/feelgood)

Assessing the risk of making a jump can sometimes be the most harrowing part of the decision-making process. Just ask Tim Hade, who went from the U.S. Air Force to starting a clean energy company of his own, after no small amount of wrestling with the decision.Purchase the When To Jump book hereThis week's episode is brought to you by Platejoy (Platejoy.com, offer code WHENTOJUMP) and Hello Fresh (hellofresh.com, offer code WHENTOJUMP30)

Jumping can be a matter of comfort. But other times, it can be a matter of necessity. Danni Pomplun faced numerous trials and tribulations in his life before stumbling upon yoga almost by accident. His experience in the discipline led him to make a jump that would have been unthinkable to him just a couple years prior.Purchase the When To Jump book hereThis week's episode is brought to you by Grasshopper (grasshopper.com/whentojump), Storyworth (storyworth.com/jump) and Johns Hopkins Bloomberg School of Public Health.

Sometimes making a jump isn’t one big action, but instead a series of smaller steps. For Eric Wu, that was the path that led him from investment banking, to startup advising, to finally starting his own clothing label that showcases his unique sense of style.Purchase the When To Jump book hereThis episode is brought to you by Grasshopper (grasshopper.com/whentojump), and Memory Rescue (memoryrescuebook.com)

Brenda Berkman abandoned her law career just as it was getting started to take one of the most dangerous jobs on the planet: A firefighter. Berman's jump wasn't just risky, though: It was also historic. New York City's first woman firefighter talks about her fight to be allowed in the fire department, the struggles she faced once there, and how she has continued to take jumps throughout her life.Purchase the When To Jump book hereThis episode is brought to you by Grasshopper (grasshopper.com/whentojump), and Memory Rescue (memoryrescuebook.com)

Sometimes, making a jump requires pursuing two totally different paths at once. That's what Olakunle Oladehin did, balancing medical school and an intense interest in hip hop dance. Eventually, Oladehin was able to make peace with the expectations of his immigrant family, and make a career jump that combined his passions.Purchase the When To Jump book hereThis episode is brought to you by Be Frugal (BeFrugal.com/jump), Hello Fresh and Memory Rescue (memoryrescuebook.com).

For thousands upon thousands of people, The Points Guy has been a go-to resource for maximizing their credit card rewards. But the Points Guy himself isn't a professional credit card salesman, and started his eponymous blog on a whim while working in HR at a bank. On this episode, Mike Lewis talks with Brian Kelly about how he found his way in the world of credit card rewards, and what it took to jump from a safe career to a burgeoning business.Purchase the When To Jump book hereThis episode is brought to you by Memory Rescue (memoryrescuebook.com) and Grasshopper (grasshopper.com/whentojump)

Jumps require a lot of work, time, and planning. But sometimes, the first step to making a jump can be to do nothing at all. This week, Mike Lewis talks with Manoush Zomorodi, the host of WNYC's Note To Self, about the powerful and positive effect of being bored.Purchase the When To Jump book here

Arianna Huffington became a household name thanks to her groundbreaking internet publication. So it was surprising when she decided to jump from her namesake, the Huffington Post, to focus on, of all things, sleep. In this week's episode, Mike Lewis talks to Huffington about why she left the company she built, and what she's done to combat sexism in the workplace as a board member at Uber.Purchase the When To Jump book here

Sheryl Sandberg jumped from the federal government to the burgeoning tech industry. Along the way, she's inspired countless women and minorities to fight for greater representation at the highest levels of the government and corporate America. In the first episode of When To Jump, Sandberg discusses her move from the government to tech, and why and when she made the jump.Purchase the When To Jump book hereThis week's episode is brought to you by TopResume (topresume.com/jump) and Hello Fresh.

Mike Lewis took a big risk: he quit his comfortable desk job in corporate America to play the professional squash tour. When to Jump features authentic conversations with people who chase their dreams, whatever they may be.