$1000 in the bank is enough to feel like you can cover rent, bills, and meals. $50 is not. Do you think he would feel like he wouldn't know whether he'd have a roof over his head next month, or whether he should start skipping meals entirely?

Would he, though? Really?

Functionally what is the difference in quality of life and power between the two?

The only thing I can think of is he'd no longer be astronomically one of the richest ten humans alive.

I'll bet it's really nice to have major cities beg you to move there.

That's a function of him being the CEO of Amazon, though, yeah?

I'm sure state income taxes on dividends off $100B don't hurt either. (If AMZN paid dividends, or Bezos diversified his stock portfolio.)

Yeah but he would have no skin in the game. Or much less than ordinary person. You need to be in a position where if your bet goes awry you’ll end up in some sort of worse state (not having few less zeros in the bank account but your actual lifestyle and quality of life affected in a meaningful way).

Ego difference. No lifestyle difference. And no life and death difference.

No, he wouldn't. Either way he has more money than he can realistically spend. Money has drastically less value the more of it you have.