The Deep Wealth Podcast - Unlock Your Deep Wealth—In Business and Life Post-Exit Entrepreneurs AJ Wasserstein And "Retired Founder" Reveal Everything That You Should Know About The Post-Exit To Thrive Life But Probably Don't (#335)
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May 20, 2024 
Join AJ Wasserstein, a Yale management lecturer and former entrepreneur, alongside a retired founder who discreetly sold his SaaS business, as they explore the emotional rollercoaster of life post-exit. They share candid reflections on identity crises, the gap between financial success and personal fulfillment, and the critical role of community in this transition. Discover practical advice on navigating this new phase, finding purpose beyond wealth, and embracing lifelong learning while building meaningful relationships.
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Unexpected Post-Exit Reality
- Retired Founder sold his SaaS business for $615 million but found post-exit life unexpectedly unfulfilling.
- He discovered that money alone does not guarantee happiness or purpose after exit.
Identity Crisis Post-Exit
- Post-exit life commonly triggers a loss of identity, structure, and purpose for entrepreneurs.
- AJ Wasserstein describes feeling lost and emotionally empty after his business exit.
Luxury's Hidden Headaches
- Owning luxury homes and a private jet involved unexpected headaches and maintenance burdens.
- Material possessions didn't bring happiness but instead caused mental stress and distraction.
