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Being older has its advantages. You have a lot more "common" sense, but not all older people do, some have kept emotional debt, trauma, various things that can hold them up from getting product market fit, leading teams and organizations, dealing with having a lot or not a lot of money, etc. If I recall, uncited, from my evening, later-in-life MBA program, the more successful startup founders/cofounders/etc are all in their late 30's and 40's. Weeds out the kids, you're serious. Staring at a seed round of VC's with life partners, spouses, kids, whatever you have in life that you're trying to maintain and help support, those are good things. VC that want to weed you out are definitely not worth it.

Leaving work to pursue a startup should only happen when you can prove well enough to VC's you're accreting revenues just barely worth investing in (to very worth investing in). If you're sane, I would wait until you can't move forward without some seed/VC and then look around for it- starting with people you know, and familiarize yourself with how funding/ownership/etc works.

You don't need to go through ycombinator, although its very worthwhile, you can just run a startup on the side or quit your job once its up and running.

If your startup is a unicorn, maybe wait a year before quitting your job, so the job market is ripping again when you fail :)




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