Dear SaaStr: I Sold My Company And Made Real Money, But I Still Feel Like A Loser. What Should I Do?
SaaStr
NOVEMBER 19, 2023
Dear SaaStr: I sold my company five years ago and have built a net worth of ~$10 million, but compared to my friends I feel like a loser and still keep trying hard at startups that stress me out and make me miserable. What should I do? It’s crazy, but … you’re not alone. And sometimes it almost never ends. Dave Duffield made $10 billion when Oracle took over Peoplesoft … but he still had to go and co-found Workday.
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