Working for someone vs. doing your own thing
There's a pretty high correlation between parental wealth and success as a startup founder.  I assume it's because of the safety net.My friends who have been successful (and who had blue-collar upbringings like me, and all in mid-40's now) all worked full time jobs until their side projects were self-sustaining.  None of them hit unicorn status, but I think all of them have lived healthy, fruitful lives.Also note by "sustainable" I mean they had contracts worth substantially more than their salaried job.  Because to transition to that completely, you've got to set aside time and money for so many things: insurance, legal, hardware, whatever corp infra, recruiting, etc, as well as offset the risk.  So I'd not jump ship too soon, until you have a real plan on how to get your company from A to B.  Especially these days when tech salaries are so high, it'd be a mistake to opt out of it too soon.