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PODCAST

Exit Paradox

Anastasia Koroleva

I"m Anastasia Koroleva, a 4x exited founder exploring life after selling a business with some of the most remarkable post-exit entrepreneurs in the world. Together, we rediscover purpose, redefine success, master investing, and build fulfilling lives and families. Having survived a 9-digit exit, I dedicated a decade to researching the deepest challenges faced by entrepreneurs after a business sale. This podcast is the platform to share my and other exited founders" hard-earned wisdom with the

business entrepreneurship

All Episodes

79:58

Scott Wolfe. After $500M Exit: “My Vision Is Forever...

Exit Paradox ·

2024/10/15

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 create that sustained him through the grueling journey of building his business. Post-exit, he misses being driven by that vision and working

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48:06

Johnathan. 'Life Forced a New Purpose on Me'

Exit Paradox ·

2024/10/08

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 financially. His search for a new purpose—a lengthy and confusing path for most—became clear and compelling after his family was hit by a

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56:49

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

Exit Paradox ·

2024/09/06

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, health and meaningful work. This shift inspired him to found Thunder, a tech enabled investment bank and launch the fundraising demystified

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69:41

Matthew Johnson. Prolific Exited Entrepreneur on...

Exit Paradox ·

2024/08/30

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 investment banking experience in NYC. Balancing life between LA and Switzerland, he also leads a nonprofit providing wheelchairs to disabled

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32:05

Bill Flagg. 5 Exits Later: Pursuit of Inspiration

Exit Paradox ·

2024/08/20

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 with no plans of returning anytime soon. Today we discuss this transformation, his craving for inspiration, creativity, simplicity, and

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36:41

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

Exit Paradox ·

2024/08/14

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 for healthy living, an Ironman athlete and is finding his new purpose through angel investing and writing. In this episode, we explore his

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57:57

Shane Neman. Secrets of Post-Exit Happiness

Exit Paradox ·

2024/08/07

Shane Neman. He 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 with Tech. In this episode, Shane reveals the secrets behind his transition from the daily stress of running two businesses to achieving

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67:55

Ben White. 'Dark Decade' After $800M Exit: Addiction....

Exit Paradox ·

2024/07/31

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 started his fourth business now and walked away from running his VC firm. _____________________________________________________ TIME STAMPS: 00:00

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9:04

EXITED FOUNDERS TRUE LEGACY? Quick answers from 18...

Exit Paradox ·

2024/07/24

TIME STAMPS: 00:00 Legacy question: the firsts reactions 00:39 Michia Rohrssen 01:34 Mimi Ikonn 02:04 Michael Sonnenfeldt 02:16 Keith Smith 03:07 Adrien Cohen 03:52 Dave Hersh 04:20 Mike Pollack 04:43 Jeff (anonymous) 05:12 Matt Matros 05:19 Robert Brooker 05:49 Pete Hendersson 06:21 Nick Telson 06:32 Alex Bean 07:26 Den Reich 07:43 Brett Gelfand 08:34. Aaron White 08:45 Timo Armoo

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47:24

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

Exit Paradox ·

2024/07/24

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 his sleep, finds purpose and talks to his kids about wealth. _____________________________________________________ TIME STAMPS: 00.00

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69:03

CK Kim. Recovering from a $510M Exit.

Exit Paradox ·

2024/07/22

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 impact of the sale on his young family, and the excitement of supporting start-up founders. CK Kim's website: https://www.changkim.me/ More about

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49:45

Preston Rutherford: Missed Exit

Exit Paradox ·

2024/06/13

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 to appreciate what he had, communicate more vulnerably and understand the compounding effect of experience, skills, and relationships

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49:17

Gil Eyal: How Being a People Person Made Me Successful

Exit Paradox ·

2024/06/06

Gil Eyal. Four years ago he 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, dealing with celebrities and becoming an investor. Gil Eyan -

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50:18

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

Exit Paradox ·

2024/05/30

Craig Follett. He 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 shares how and why he found his post -exit mission in making incredible art affordable to everyone. Peggy:

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72:47

Dave Hersh: Post-Exit Rebirth: Finding Self,...

Exit Paradox ·

2024/05/23

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 sources. Dave Hersh - Website: https://www.davehersh.com/ Reignition - Book by Dave

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81:17

Mike Pollack: My Post-Exit Identity: Student of Life

Exit Paradox ·

2024/05/09

Mike Pollack. He 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. _____________________________________________________ TIME STAMPS: (00:00:00) Intro (00:01:25) Welcome (00:01:41) LinkedIn Profile of

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72:22

$100M-Net-Worth Retired Founder: Chasing Energy...

Exit Paradox ·

2024/05/02

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 instead on activities that increase his energy. In this episode, we focus on how to know what we truly want and whether we have enough. Beyond

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68:21

Laurent Vernhes: Quality-Obsessed Exited Founder:...

Exit Paradox ·

2024/04/25

Laurent Vernhes. He 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 the art of building luxury brands, quality obsession, and treating business as an artistic endeavor. A deep and independent thinker, Laurent

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85:29

Keith Smith: Exited Founder + Single Dad Talks About...

Exit Paradox ·

2024/04/18

Keith Smith. This exited founder 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. _____________________________________________________ Timestamps: 00:00:00: Intro 00:01:27: Welcome 00:01:50: Discussing

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78:04

Kunal Tulsiani. Post-Exit Spiritual Growth

Exit Paradox ·

2024/04/11

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. _____________________________________________________ Timestamps: 00:00:00 Intro 00:01:03: Introduction 00:04:04: Personal journey into Philosophy and

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59 results

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