It's impossible to know what I should be doing in any kind of optimal way without knowing when I'm going to die.
If I'm going to die next year, I'd be pretty upset that I didn't quit my job today.
If I'm going to die far in the future, then I'm going to die homeless if I quit my job today, because I don't think I'd be ever be able to force myself to go back. I sometimes wonder what percentage of homeless people started off like me, where they couldn't take it anymore so they quit and then the money runs out.
> If you are so miserable while doing any kind of thing in a set way over any length of time, then you may find a soul-crushing moment where you have achieved permanent financial independence, are living your dream, and find this feeling overtaking you again. But this time there is no hope of an eventual way out.
I don't even think I'd be upset if this is what happens. At least I'd learn something about myself. I really have no idea who I am, and I've never had the chance to explore who I'd be without work for more than a couple of weeks at a time. Based on the few limited breaks I've had over the years, I suspect I'd be a very different person than I am today.