I have heard, that the super rich, are usually doing one of 2 things, making money or spending it. I would guess the talent for making lots of money has a addictive positive feedback. It also seems that it's got to have a simple technique. Once you master it, you keep doing it because it feels good to succeed.
So the corollary is that people who win big jackpots, tend to be bankrupt in a year or so. Because they don't have the talent to make money, or at least winning the lottery is not a easily repeatable technique.
So for the super rich, the answer is yes, and they go back to making money. and Lottery an other lightning bolt strikes, seem to be yes, and then have to go back to making money again.
I think a wise answer would be, No, I am going into business making money in a way that I don't need to work hard to do it. So I won't need to work hard ever again. After all, you need to do something fun. :-)