Despite suffering big losses, Barkley also claims to have won on several occasions. During a trip to Las Vegas, he claims to have won $700,000 from playing blackjack and betting on the Indianapolis Colts to defeat the Chicago Bears in Super Bowl XLI. He went on to state, however, "No matter how much I win, it ain't a lot. It's only a lot when I lose. And you always lose. I think it's fun, I think it's exciting. I'm gonna continue to do it, but I have to get to a point where I don't try to break the casino 'cause you never can."