Tried this. Quit and lived a truly romantic life for 2 years. Most happy time of my life - really.

But my ventures didn't succeed. With no partner or family to fall back on, I did contract development to not piss away savings. Hated the work, ran out of novelties to indulge in my free time, and became severely depressed.

Suggesting that anyone other than himself should do this is naive.

"Do what most people are doing unless you have a really good reason not to." Jordan Peterson (paraphrased)

Privilege wasn't a good enough reason for me =\