As far as gambling is concerned, AI doesn't guarantee a win that would bring money. The human instinct as well hasn't been a 100% guarantee of a win, which doesn't make AI different in anyway. Of course, AI make make it's own analysis and develop it's own strategy, but it solely depends on the available information provided by the same human. Take sports betting for example, it is a clear prove that even Machine models can fail to predict things right in that area because of how flexible and unpredictable things can be.

So, let's not even talk about the money now. I just think that AI has little to offer as far as gambling is concerned. It can offer assistance, but a win is not guaranteed.