Ask HN: Should I quit my job?
This will sound odd, but hear me out: assuming that whichever way you choose, it will be wrong, which would you choose?  If you quit this job to pursue your side project, and that doesn't pan out, will you forever regret having given up this job?  Or, if you don't quit this job, will you forever hate your career because part of you is wondering what would have happened if you just "went for it"?<p>Figure out which mistake would be less crushing, and do that one.  If it happens to actually work out, great.  If not, at least you won't be spending the rest of your life regretting.<p>By the way, for reasons I won't speculate on, this method (assume failure, which would you pick) turns out to be a pretty good way of picking the option more likely to succeed, actually.  But assume you won't succeed no matter what, and use that scenario to decide which way to go.