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Isn't PG's life story along these lines? IIRC, he'd program for a while, quit to paint for a bit, then go back to programming when he ran out of money. I think he started Viaweb in his early thirties, which he sold to Yahoo and became financially independent after the sale.



He went to art school in Italy and attended elite schools that cost a literal fortune. It's safe to say he was at least comfortably middle class and money was always a phone call away.

Lots of well off kids bum around being "poor" while their parents pay their expenses. Actual poverty is an entirely different thing and involves going hungry and having your electricity turned off.




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