If you are extremely rich and you can just gamble up to your heart's content, does the novelty of winning wear off? Like would you get tired of gambling since there's really not much risks because you can gamble with any amount and still receive little to no consequences?
Whatever you do, the novelty effect wears off sooner or later. In gambling too. At first, even $100 will make you happy, but after a while, $10k will not be able to bring you enough pleasure and you will want to win $100k. The need for a "dose of dopamine and endorphins" will grow with each time.
And with the "endless" deposit of a rich man, the effect will be much worse, because the whole "charm" of gambling is in the "limited" deposit and in the sense of risk, adding "spiciness" to the sensations.