Not as much because the success of a wildly successful startup happens over a longer period which gives you more time to adjust.

I don’t know about founders, but something similar can happen to highly-paid tech employees. The few years I worked in SV [1] changed my spending habits much more than I expected, and I didn’t realize it until I left and went back to a “normal” life. The experience altered my relationship with money, and not necessarily for the better — expensive things don’t have a mystique anymore, but neither does their price instantly turn me away; it’s hard to tell which effect will dominate in the long run.

[1] Where I amassed orders of magnitude less capital than you’re asking about

Doubt it, most successful tech startup founders aren't super stupid.

That's an interesting question