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?
Extremely rich, like how much do you consider to be on that table “extreme”? Because unless there is something like unlimited wealth, then the gambler, if not careful, no matter the level of wealth, can get broke.
Thinking there will be no consequences attached to it is wrong; the more they are gambling with a large amount, even if their earnings continue without winning back a corresponding amount, it will get to a point where they will no longer be able to afford their lifestyle.
The gambling system is always more than ready to receive as much as you want to gamble with, but all players have a limited amount.