Best Ben Aaron Matt And Nick Podcasts (2025)

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5,000+ Post-Exit Founders: What Actually Works with Barak Kaufman 1:20:30

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26d ago1:20:30

1:20:30

Barak Kaufman, founder of Post‑Exit Founders (PEF), grew a 5,000+ member community in four years by word of mouth. He shares what he’s learned from their stories: what works after an exit and what does not. Barak is now partner at VC firm Vine Ventures in New York City and Tel Aviv. Connect with Barak: Linkedin: https://www.linkedin.com/in/barakk/ …

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$100M Exit, Sex Addiction, and the Fight to Belong 1:04:49

3M ago1:04:49

1:04:49

Some exits, they just stop us in our tracks. Not because of the money or the business genius, but because of the radical personal transformation that followed. Dan Berger's story is one of those. Seven years ago, he sold social tables for around $100 million million dollars. And like so many of us, the exit cracked something open. The wealth, the t…

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Wealth vs Family: An Expert’s View 1:15:29

6M ago1:15:29

1:15:29

Today’s episode is different. My guest isn’t an exited founder but she’s someone we all need. Amy Castoro helps families have honest conversations about wealth—the kind most of us were never taught to have. She shares practical tools from her firm’s 50 years of experience advising some of the wealthiest families in America. Her work focuses on the …

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Venture Studio as a Post-Exit Path 1:20:15

6M ago1:20:15

1:20:15

My friend Jay Radia doesn’t just build businesses—he builds momentum.He’s a three-time tech founder and a prolific angel investor.Since his last exit two years ago, he’s been building Blissgrowth—a venture studio that partners exclusively with exited founders. Why did he choose this path? What has he learnt so far? Was it the right move? For a whil…

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2 Exits + 4 Kids = 1 Incredible Woman 1:01:19

6M ago1:01:19

1:01:19

Linda Abraham is one of the most extraordinary women I’ve ever met. She’s in a class of her own.She’s been navigating the post-exit world for 28 years, ever since her first exit.And what an exit it was: a 5X return to investors in just two years!She went on to lead her second company, comScore, from founding to IPO—building it into a global powerho…

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How to Build, Exit, and Stay Married 1:11:05

7M ago1:11:05

1:11:05

My guest today is Adam Rossi. He sold his company, Platinum Solutions, 14 years ago and walked away with life changing wealth. But what hit him first after his exit was regret. We talk about how he came to terms with his new reality, searched for his new purpose, and dealt with losing his found identity. My favorite part of Adam's story is that he …

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Post-Exit: From Chaos to Clarity 1:08:40

7M ago1:08:40

1:08:40

Mike Brown's post-exit journey led him from chaos to clarity, but not right away. He had to go through a painful divorce, a business failure, financial losses and emotional turmoil. Today we are talking about what he's learned and why he decided to dedicate himself to coaching. 🔗 CONNECT WITH MIKE: 🎥 YouTube Channel - @mbrown_co 🐦 X (Twitter) - htt…

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$800M Exit: “Shoveling Shit” in Business and Marriage 1:12:34

8M ago1:12:34

1:12:34

VCs notoriously avoid investing in married couples, fearing that personal conflicts could sink the business. Yet, the Lazerows defied that norm—building not just one, but two successful companies together, culminating in an $800M exit. They didn’t just make it work; they mastered it—and then wrote a book about it. Today, we’ll dive deep into what e…

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From $100M Exit to Fulfilment: Josh Payne’s Playbook 55:17

8M ago55:17

55:17

My guest today, Josh Payne, has developed fascinating insights and systems to do just that. Josh sold his company, Stack Commerce, for nearly $100 million 4 years ago. A huge milestone - but as all exited founders know, the real story starts after the deal is done.Today, he’s building again - but with a completely different approach. Josh isn’t opt…

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Alex Macdonald. A $300M Exit is No Reason to Retire 1:35:00

8M ago1:35:00

1:35:00

What would you do if you sold your company for 300 million dollars? Retire? Explore the world? Do all these other things you had no time to do while building a business? This is not what my friend Alex Macdonald did when he sold his company Velocity Black two years ago. In fact, Alex made it quite impossible for himself to have any kind of post-exi…

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Cory Janssen. 17 Years Post-Exit: Insights from Investopedia’s Founder 1:40:38

10M ago1:40:38

1:40:38

My guest today is Cory Janssen, co-founder of Investopedia. Cory sold the business 17 years ago, but what came next was far from the smooth ride he or anyone might have expected. He spent years in painful trial and error, half-heartedly starting new ventures while avoiding real work, experimenting with professional investing and retirement. None of…

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Michael Miller. Meditation: the Ultimate Post-Exit Medicine 1:48:21

10M ago1:48:21

1:48:21

This interview is a special one for me. Michael Miller has been a friend for over 15 years and has made a huge difference in my life. He's a Vedic meditation teacher who taught me to meditate at a time when I was searching for clarity and tranquility following a life-changing exit. Since then, meditation has been my go-to tool for healing, finding …

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Sarah Douglass. Post-Wealth Search for Happiness 57:29

11M ago57:29

57:29

My dear friend Sarah Douglass sold her incredibly successful e-commerce business three years ago, achieving the financial freedom she had always dreamed of. But soon after, she found herself grappling with a new challenge: balancing her newfound success with an ever-deepening desire for contentment and a powerful drive to create impact. In today’s …

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Tim Schumacher. Sedo’s Exited Founder on Work-Life Balance 47:15

11M ago47:15

47:15

Tim Schumacher is the exited founder and former CEO of Sedo, one of the world's largest domain marketplaces, which he led for over a decade before stepping down 13 years ago. What sets Tim apart is how he mastered the elusive work -life balance while still building his company, something most entrepreneurs only dream of. This balance helped him avo…

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Rick Eigenbrod. “Post-Exit Death is Inevitable” 1:29:44

11M ago1:29:44

1:29:44

Rick Eigenbrod is a deeply respected thinker in the post-exit world. A clinical psychologist and co-author of the classic Yale paper What’s Next: The Entrepreneur’s Epilogue, he’s spent years guiding founders through life after the exit as an executive coach. In this conversation, we get into why Rick believes a “death of who we used to be” and a s…

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Roy Rubin. Magento’s Exited Founder: Globetrotting and the Search for Purpose 1:24:00

12M ago1:24:00

1:24:00

Roy Rubin the visionary founder of Magento, built the open source e-commerce platform from the ground up, leading it to a remarkable exit to eBay in just four years. He then stayed on at eBay for two years, but felt suffocated by corporate walls. That's when it hit him. He barely knew his family anymore. So he and his wife pulled their kids out of …

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Brock Weatherup. Secrets of Successful Sequels 1:07:40

1y ago1:07:40

1:07:40

Ten years ago, Brock Weatherup sold his first company, Pet360.com, to PetSmart for $160 million. It took under five years to build. Since then, he’s had two more successful exits, but two years ago, his journey took an unexpected turn when a life-changing medical diagnosis reshaped his entire outlook. In this episode, Brock talks about the secrets …

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Scott Wolfe. After $500M Exit: “My Vision Is Forever Unfinished" 1:19:58

1y ago1:19:58

1:19:58

Three years ago, Scott Wolfe sold his company, Levelset, for half a billion dollars. Excited and relieved at first, he soon found himself deeply frustrated with the reality that his vision for the business would now never be realized. Scott is a natural creative who sees building a business as an artistic endeavor. It was this intrinsic need to cre…

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Johnathan. 'Life Forced a New Purpose on Me' 48:06

1y ago48:06

48:06

My friend Jonathan has chosen to remain anonymous in exchange for stepping outside his comfort zone — and that he did! Eight years ago, he began a gradual exit from his incredibly successful, bootstrapped company. This strategic approach had an unexpected benefit: it smoothed his post-exit transition, making it more manageable both emotionally and …

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Jason Kirby. From Exit to Ease: Letting Go of the Stress 56:49

1y ago56:49

56:49

Jason Kirby. He Sold Liquid Sky software to Walmart six years ago, but became disillusioned when Walmart abruptly scrapped the company's ambitious plans. Seeking a new direction, Jason joined Generation Esports, rapidly scaled it and exited three years ago. This last exit prompted Jason to reassess his priorities, leading him to focus on family, he…

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Matthew Johnson. Prolific Exited Entrepreneur on Work-Life Balance 1:09:41

1y ago1:09:41

1:09:41

Matthew Johnson sold his healthcare software company 11 years ago, after leading it through three rounds of fundraising in just three years. Alongside his twin brother Nathan, he then acquired and transformed TruConnect into a telecom powerhouse. Matthew also co-founded the technology investment bank Drake Star Partners, leveraging his earlier inve…

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Bill Flagg. 5 Exits Later: Pursuit of Inspiration 32:05

1y ago32:05

32:05

Bill Flagg spent 20 years building 5 incredibly successful tech businesses, then unexpectedly sold them all. To his own surprise, the thrill of building businesses faded, and he found himself craving a pause, a chance to become a beginner again and enjoy the simple things in life. Two years ago, Bill moved with his family from Colorado to Portugal …

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Tony Kula. Post-Exit Shift: From Workaholic to Ironman 36:41

1y ago36:41

36:41

Tony Kula. He has built three businesses, exiting his first in his mid 20-s and spending two decades turning the next into a video distribution powerhouse, which he sold six years ago. His latest venture, MeetYoo, skyrocketed during the pandemic, but faced serious challenges afterward, prompting Tony to reassess his priorities. Now he's an advocate…

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Shane Neman. Secrets of Post-Exit Happiness 57:57

1y ago57:57

57:57

Shane Neman successfully built and exited two iconic businesses: JoonBug, a digital events powerhouse, and EZ Texting, the largest business SMS software platform in the US. Today, he manages a substantial real estate portfolio, invested in over 50 startups, and authored the book called Nightlife Lessons: How I Conquered the Business of Partying wit…

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Ben White. 'Dark Decade' After $800M Exit: Addiction. Divorce & Financial Losses 1:07:55

1y ago1:07:55

1:07:55

Ben White. He's sold three businesses so far for $80M, $88M and $800M. It was the last exit 16 years ago that hit him hard. What followed was a dark decade filled with divorce, addiction and significant financial losses. However, today Ben is the happiest he's ever been. In this episode we discuss his hard-earned lessons on happiness, why he starte…

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Alex Bean. From $2.5B Exit to Fulfillment and Impact. 47:24

1y ago47:24

47:24

Alex Bean has recently sold his fintech company Divvi for $2.5 billion. Today, he runs a VC firm called Tandem and has written a book titled The Factory for Good on turning your life into a force for positive impact. In this episode, we explore the emotional complexities of wealth and discuss why he envies those still in the rat race, how he earns …

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CK Kim. Recovering from a $510M Exit. 1:09:03

1+ y ago1:09:03

1:09:03

CK Kim is a serial tech entrepreneur who recently completed his second exit, exceeding $510M. To recover, CK took a year -long sabbatical. During his travels, he reflected on his experiences and distilled his insights into clear and powerful ideas. In this episode, we discussed the importance of soul search, secrets to post -exit happiness, the imp…

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Preston Rutherford: Missed Exit 49:45

1+ y ago49:45

49:45

Preston Rutherford. His company was sold in a 9-figure exit 5 years ago. A couple of years later, the combined company had a 10-digit IPO. But Preston wasn't there to experience it. While he regrets exiting too early, he acknowledges that the exit propelled him into an intense personal growth journey. In this episode, Preston shares how he learned …

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Gil Eyal: How Being a People Person Made Me Successful 49:17

1+ y ago49:17

49:17

Four years ago Gil Eyal sold HYPR - a software business which revolutionized the way big agencies and brands run influencer marketing. Today, Gil runs a venture capital firm which adds value to consumer tech companies by bringing celebrities onboard. In this episode, we discuss overcoming a post-exit identity crisis, building a personal brand, deal…

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Craig Follett: Art Is My Post-Exit Purpose & Business 50:18

1+ y ago50:18

50:18

Craig Follett built Universe.com, a social marketplace for events, and sold it to Ticketmaster in 2015. Following the sale, Craig grew the business 30-fold and took the company global before leaving in 2019. He then found his calling in building Peggy.com, a secure marketplace for buying and selling investment-grade art. In this episode, Craig shar…

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Dave Hersh: Post-Exit Rebirth: Finding Self, Sovereignty, and Inexhaustible Fuel Sources 1:12:47

1+ y ago1:12:47

1:12:47

Dave Hersh. He sold his company through an IPO 13 years ago, then spent several years with the VC firm Andreessen Horowitz.Today, Dave is more fulfilled and productive than ever.He credits a 10-year existential crisis that led to his “deep reprogramming” and “rebirth.”Today he talks to us about finding true self, sovereignty, and inexhaustible fuel…

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Mike Pollack: My Post-Exit Identity: Student of Life 1:21:17

1+ y ago1:21:17

1:21:17

Mike Pollack sold his third business 6 years ago and has since, through trial and error, crafted a unique formula that balances happiness with a high likelihood of continued business success. In this episode, he shares this formula with us, delving into how to identify your true zone of competence, release control, and master the art of letting go.…

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$100M-Net-Worth Retired Founder: Chasing Energy Instead of Money 1:12:22

1+ y ago1:12:22

1:12:22

Today's guest has chosen to remain anonymous to ensure the utmost authenticity and vulnerability in sharing his story. Four years ago, he fully exited his business and now describes his life as post-economic. He realized he had a money addiction his entire life and took a radical step to address it—he avoids any money-making activities, focusing in…

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Laurent Vernhes: Quality-Obsessed Exited Founder: "Business is a Form of Art" 1:08:21

1+ y ago1:08:21

1:08:21

Laurent Vernhes spent 20 years shaping Tablet Hotels into a tech and luxury travel icon, culminating in its acquisition by the discerning Michelin Group 4 years ago. Now, Laurent is channeling his expertise and refined taste into launching a wine company committed to delivering the world’s finest wines at fair prices. In this episode, we explore th…

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Keith Smith: Exited Founder + Single Dad Talks About Mental Health, Purpose & Creator Economy 1:25:29

1+ y ago1:25:29

1:25:29

Keith Smith has spent 2 decades building 5 companies and raising 2 children as a single dad. A deep and original thinker, he chose to confront his post-exit mental health issues head on. In this episode, Keith openly shares his insights, therapy takeaways and how he found his latest mission in empowering creators with his innovative AI tools. _____…

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Connor Tomkies: Aftermath of an Exit: Healing, Reflecting, and Progressing Forward 50:08

1+ y ago50:08

50:08

Connor Tomkies. He spent 8 years growing and selling SupportNinja, his global talent acquisition firm. Now he focuses on buying great businesses to scale them for exit. This episode delves into Connor’s exit experience, why he prefers to buy a significant portion of a business over angel investing, and how helping out his extended family members tu…

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Sriram Gollapalli: Exited Tech Founder Who Loves Investing 57:58

1+ y ago57:58

57:58

Sriram Gollapalli. After selling his software as a service business 8 years ago, he spent 6 years working with an acquirer before embracing his new found freedom. His calling? Investing and fostering a community of like minded investors. This episode delves into Sriram’s post exit journey. Including an introspection retreat, angel investing and the…

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Ari Katz. Exited Founder: Why Psychedelics as My New Venture 1:39:12

1+ y ago1:39:12

1:39:12

Ari Katz teamed up with his celebrity doctor wife to create and sell one of the largest dermatology chains in the US. The exit afforded him the time and resources to explore his longstanding obsession with mental health. Ari’s new purpose? To revolutionize mental health care by advancing the psychedelic medicine movement. In this inspirational epis…

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Matt Matros: Battling Demons and Building Post-Exit Dreams 58:41

1+ y ago58:41

58:41

Matt Matros. After selling his healthy-food chain 10 years ago, Matt battled depression, anxiety, regret, and alcohol addiction. Yet, he didn't stop. He built and sold two more businesses, started a family, traveled the world, and became a highly respected voice in the business world. How did he overcome his struggles? With his signature humor and …

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Nick Telson-Sillett: Angel Investing, Being Creative and Getting Wiser 1:11:59

1+ y ago1:11:59

1:11:59

Nick Telson-Sillett. He isn't just the famous host of "Pitch Deck," a go-to podcast for angel investing insights; he's a real-deal entrepreneur who, after selling his own company five years ago, decided to give back. Through Horseplay Ventures, he supports up-and-coming startups, and with his new software company, Trumpet, he's still in the game. E…

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Dan Reich: After 4 Exits, I Have No Desire to Retire! 53:22

1+ y ago53:22

53:22

Dan Reich has sold 4 successful companies so far, but he's far from finished. Retirement isn't in his plans anytime soon. What drives his relentless hunger, creativity and energy? How does he find such clear direction so quickly after each exit? In this episode, Dan offers an insightful look into his journey, sharing his practical wisdom in an hone…

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Boris Berenberg: I Regret Selling My Business 58:42

1+ y ago58:42

58:42

Boris Berenberg. He thought he hit the jackpot selling his bootstrapped cash-rich software business. Two years later, he's filled with bitter regret. In this candid episode, Boris gets real about his exit—what he wishes he knew then and what we can all learn now. LinkedIn Boris: https://www.linkedin.com/in/borisberenberg/ Blog Boris: https://www.no…

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Aaron White: Beyond the Exit: Sustaining the Serial Builder's Drive 1:29:48

1+ y ago1:29:48

1:29:48

Aaron White and Anastasia Koroleva unpack the fascinating interplay of art and obsession within entrepreneurship. They share practical insights about the artistic nature of entrepreneurial ventures, the role of obsession in driving success, and the challenge of maintaining a strong sense of identity even after achieving success. Aaron and Anastasia…

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Bill Hudenko: Beyond the Exit: Insights from a Psychologist Turned Exited Founder 59:19

1+ y ago59:19

59:19

Bill Hudenko. A serial exited founder, clinical psychologist, university professor, self-taught programmer, and musician, Bill joins us today to share his personal and professional insights on life after an exit. Each of Bill's businesses, past and present, has been driven by a mission to heal others, rooted in a deep understanding of the human psy…

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Brett Gelfand: My father sold his business and now I sold mine: Lessons from 2 generations 1:11:59

1+ y ago1:11:59

1:11:59

Brett Gelfand. A second-generation exited founder, he has successfully built and sold a company, just like his dad. Now, they're in business together. In this episode, Brett shares with us insights from both his and his father's post-exit experiences, the keys to successful business partnerships, finding love, and thriving as a digital nomad. _____…

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Timo Armoo - Retired At 27, Now What? 1:21:13

2y ago1:21:13

1:21:13

Timo Armoo is a post-exit prodigy, who sold his first business at the age of 17, then aced an 8-figure exit at 27. He’s a Forbes 30 Under 30 honoree, Huffington Post’s Entrepreneur of The Year, and one of The Times' most influential media figures. Beyond TV and book deals, he’s a magnetic speaker and the incredible friend who pushed me to launch th…

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Kunal Tulsiani. Post-Exit Spiritual Growth 1:18:04

2y ago1:18:04

1:18:04

Seven years after stepping away from his highly successful business, Kunal Tulsiani has gained profound personal insights into purpose, meaning, and fulfillment. In this episode, he shares how these insights now direct and drive his post-exit journey. He also offers actionable advice for you and me to live a more meaningful life. __________________…

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David Goldberg. Post-Exit Impact: $10B Pledged to Charities 1:35:13

2y ago1:35:13

1:35:13

After selling his first business 15 years ago, David Goldberg became obsessed with the idea of making it absurdly easy for entrepreneurs to have an outsized social impact. This led to the creation of Founders Pledge, a community of experienced entrepreneurs who have now collectively pledged over $10 billion to charities. In this episode, he guides …

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Richard Steel. Ex-Founder's "Portfolio of Interests" 1:01:06

2y ago1:01:06

1:01:06

My guest today is Richard Steel. Since he sold his business - Steel Media - over 10 years ago, Richard embarked on a remarkable journey. He led a public company, authored a book, provided counsel to the White House, joined the Harvard Business School Alumni Board and established a philanthropic fund. His unique philosophy emphasizes the creation of…

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Michael Sonnenfeldt. Post-Liquidity Ultimate Wisdom. 1:29:09

2y ago1:29:09

1:29:09

If you enjoyed this podcast, I recommend you check out my first conversation with Michia Rohrssen, which you can find here My guest today - Michael Sonnenfeldt - is the source of ultimate wisdom on the life after a liquidity event. He has build and sold multiple companies and is the celebrity founder of TIGER 21, an exclusive global community of ul…