Exit Paradox
Anastasia Koroleva
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Post-Wealth Expert: How To Re-ignite Drive and Energy After Financial Success
Most people believe that once you achieve financial freedom, life becomes lighter, calmer, and more fulfilling.But what if wealth quietly destroys your drive, energy, and sense of aliveness?In this…
Omar Haroun: “Outsized Impact is Incredibly Rewarding”
In this conversation, serial entrepreneur and exited founder Omar Haroun reveals the hidden emotional cost of success, the identity collapse many founders experience post-exit, and why wealth alone…
The Wealth Lag: What Happens AFTER Financial Freedom
After selling her bootstrapped company in a 9-figure all-cash exit, Anastasia Koroleva expected freedom, joy, and the end of struggle.Instead, she encountered something no one talks about—the Wealth…
Daniel Kivatinos Post-Exit: Why I Am Building Again
On this podcast we've explored many dramatic post exit stories. Tales of existential crisis, addictions to drugs, alcohol, sex and obsessive money chasing, extreme sports, mind blowing adventures and…
Justin Donald: The Post‑Wealth Work‑Life Balance
One of the hardest parts of life after an exit is striking that balance. On the one hand, enjoying the incredible lifestyle we've earned. On the other, protecting and growing the wealth it took so…
5,000+ Post-Exit Founders: What Actually Works with Barak Kaufman
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…
$100M Exit, Sex Addiction, and the Fight to Belong
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.…
Wealth vs Family: An Expert’s View
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…
Venture Studio as a Post-Exit Path
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…
2 Exits + 4 Kids = 1 Incredible Woman
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…
How to Build, Exit, and Stay Married
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…
Post-Exit: From Chaos to Clarity
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…
$800M Exit: “Shoveling Shit” in Business and Marriage
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…
From $100M Exit to Fulfilment: Josh Payne’s Playbook
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…
Alex Macdonald. A $300M Exit is No Reason to Retire
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…
Cory Janssen. 17 Years Post-Exit: Insights from Investopedia’s Founder
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…
Michael Miller. Meditation: the Ultimate Post-Exit Medicine
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…
Sarah Douglass. Post-Wealth Search for Happiness
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…
Tim Schumacher. Sedo’s Exited Founder on Work-Life Balance
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…
Rick Eigenbrod. “Post-Exit Death is Inevitable”
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…
Frequently Asked Questions
Exit Paradox has published 59 episodes since December 2023, covering topics in Business, Education.
Exit Paradox is currently sporadic with new episodes every 2 weeks. Average episode length is 1h 9m.
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