The Lifestyle Investor - Investing, Passive Income, Wealth 239: Life After the Exit: Why So Many Founders Struggle with Anastasia Koroleva
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May 22, 2025 
Anastasia Koroleva, a four-time exiting entrepreneur and host of The Exit Paradox, shares her journey following a lucrative business sale. She candidly discusses the identity crisis and costly investment mistakes that can follow financial success. Anastasia emphasizes why financial freedom doesn’t guarantee happiness and the importance of cultivating intentional relationships. She also highlights the value of teaching children about financial independence and the need for community support during life transitions. A must-listen for aspiring founders!
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Emotional Complexity of Exits
- Exiting a business often brings unexpected emotional challenges and stress, not just financial freedom.
- Wealth requires mindset shifts, learning, and eventually leveraging for personal purpose and contribution.
Success from Product Market Fit
- Anastasia's B2C startup for immigrants reached $15M revenue with minimal marketing.
- This experience taught her the critical importance of real product market fit.
Exit Challenges Impact Personal Life
- Her nine-figure exit led to unexpected financial confusion and contributed to her marriage ending.
- She struggled for years with motivation and made poor investments during her post-exit recovery.