Statistically, it's remote that he wins a fair contest.
He's already beaten the odds once, so a casino would be getting him a room and nice meal to take the winnings back.
To hit on two less than 10% chances in a row is factorially remote.
I just have this pit in my stomach that tells me he will win again. I've resigned myself to it with the knowledge that if I'm wrong, it will be a wonderful surprise.