Retired Founder

Middle-class kid from the Midwest who sold his bootstrap SaaS business in three transactions from 2017 to 2022 and retired in 2018. Operates anonymously online for privacy and authenticity and is building a community of post-exit founders called Beyond the Finish Line.

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May 20, 2024 • 1h 6min

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)

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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