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The wealthy who are treated like royalty in restaurants and resorts are not there simply to shed large amounts of money (although they can do that also).

I think you are making too many assumptions here.

I gamble, small amounts of money, because I find it entertaining. It's fun. Maybe I'll win, but I will probably lose. That's ok. The way I see it, I can spend $100 going out with my husband to dinner and a movie OR we can go to a casino and spend $100. I've spent the money either way, and I have been entertained in either circumstance. But if I've been at a casino, it's possible that my evening entertainment could be free, or that the casino will pay me (!!) for my entertainment.

Isn't it possible that Bennett just enjoys the game? I do. Heck, I play online for free! LOL!

Isn't it possible that Bennett just enjoys the game?

Not just possible, it's very likely. But it's also possible he enjoys the high roller rush even more (or less).