SaaStr · 2025-04-26 · 404d

Does a Big Exit Make You Happy? Three Categories of Post-Exit Entrepreneurs

Jason Lemkin explores whether major startup exits lead to happiness, categorizing successful entrepreneurs into three groups: those who continue building, those who retire contentedly, and those who experience post-exit emptiness. He argues that true happiness comes from the journey itself rather than the financial outcome, and that having 'enough money to not work for the man' is the realistic goal worth pursuing.

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Metrics in this report

AppDynamics Exit Valuation

3000000000$

acquisition price

Major SaaS acquisition by Cisco