I'm sure this will go over poorly but.....
So a judge will have to determine the outcome. In a nutshell, according to the casino and the guy.
- The guy tried to work around casino rules. This is not in dispute he admited as much.
- The casino didn't stop him until he had won the bets. If he had lost the bets, the casino likely would say nothing.
I'm betting a judge rules in favor of the casino. Why? Because, the initial act is the guy purposefully working around casino rules. He admits it by talking about different bet sizes and using disguises. He knew the casino would limit/restrict him so he tried to get around the rules.
The fact the casio didn't stop him up front from breaking the rules and placing the bets, or voiding the bets before the first play, becomes irrelevant.
The only distasteful part is that if he had lost all his bets, the casino would have not voided the plays. They would have kept his money. I'm not sure the judge will weigh too much into that fact unless the judge is a gambler themselves.
