As Big Worm once said: "I had to warn you too many times about my money, Smokey. You see, it's the principle of the whole thing. There's principalities in this."

That goon was pushed to his limit. Locking him in that cage was the last straw.

Also we'd be stuck in an infinite loop if it didn't end like it did. Adam Sandler would be right back in that position after not too long. Hell he'd probably immediately place a new bet with those winnings before paying off his debts