While I fully understand your reasoning, why then do people like Michael Jordan, Phil Mickelson, Charles Barkley and others who make good incomes still find the need to gamble. Even though they have all the money they need, particularly Jordan, he still needs to feel the rush in gambling. I think it is the need to compete. Why not Jack?
I have an agent friend (in L.A.) that has a lot of actors on his sheets and puts them into 1 of the bigger off-shore books.
From what I heard Jack used to bet a lot on the Lakers and other sports but after he became super rich he stopped betting. He stopped a long time ago from what I heard.
Mickelson quit because he didn't want people to get the wrong Idea.
Jordan, Barkley, Woods, and a lot of others bet big between themselves and bet big at Casinos. They can bet huge amounts over time and I'm sure it is a rush for them. They can win or lose a million at any time. That is a rush for even them.
Jack I'm pretty sure doesn't bet anymore, but I really wouldn't know for sure.