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Agree that fun is in building the companies. But how long can you afford keep doing it (assuming you have family/commitment)? Success is what i call, you can keep doing what you like, not dependent on money, etc - iow, financial independence.

BTW, would be interesting to know the geographies of people who comment in this thread - say SF Bay Area, TX, MA, etc. That really adds new perspective to this discussion. My 2c.

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I live in Oklahoma currently. I have done 5 of the startups in OK, one in CA (SF) and one in Texas.

You make choices in life and there are tradeoffs. I don't have kids nor do I anticipate having any. If they come, so be it. I partially left the Bay Area because I couldn't see even raising a hypothetical family there. That, the sticker shock never completely wore off and I never donned my rose colored glasses either :-)

I can afford to do it until the day I die. I've set myself up rather nicely in that regard. I'd be retired already if it weren't for my startups & first marriage. But being retired in your mid 30s sounds boring as well (I'm in my 40s now). However, I waffle on that position, so take it with a grain of salt.

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