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Re:Ask HN: Late twenties, last four years spent fiddling w/p... by whataretensors on Monday October 23, 2017 @11:47PM (#15539054)
Not OP, but I did this and it really depends on what you want.

I had some success, then got obsessed with AI. After 1-2 years studying nonstop figuring out what to build I ran out of money and had to consult.

I would have made more money working full time... but perhaps not if my next project goes well.

That said, even with what I know now, I'm about to do it all again. The freedom is priceless.

Risk is scary. But going 9-5 to a job hoping for raises, good bosses, and stock liquidation events is even scarier IMO.

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