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Would you trust yourself with infinite wealth?
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It's true, if you don't play you can't win. That being said, if you go through these people's life stories they come across as very similar to the legions of entrepreneurs that didn't strike it big.
Maybe what you're saying is that everyone who's tried to make big money is a bastard. I guess you could do that, but that's not really the impression I've gotten of the startup dorks I've met.