Anyone who wants to accomplish anything has to do things they don't want to. This is not a function of the money in the bank, it's a function of the difficulty of the task. Someone founding their second startup still has to empty the wastepaper baskets; or perhaps they can hire a cleaning crew, but then, someone on their first startup can do that too, and they don't get quite the same respect from their employees as if they did it themselves.

I define "fuck you money" as "Can you stand up in the middle of an important meeting and say 'fuck you, I quit' to your boss?" You don't need to be set for life for that, only to be sure you can get a job with someone who doesn't give a damn that you just said fuck you to your previous boss. And it's as much a function of reputation and chutzpah as money.