Charles Barkley admitted a few years ago that he loves gambling, but he’s toned down the size of the bets he makes after losing $1 million at least 10 times.

“It’s exciting winning money,” Barkley told Graham Bensinger. “It always sucks when you lose, but it’s a great feeling when you win.”

Barkley apparently wasn’t feeling great during the NFL playoffs. As he confessed last week on the “NBA on TNT,” he bet against the Chiefs three times in the postseason.

That admission came after Chiefs quarterback Patrick Mahomes wrote on X: “Watching @NBAonTNT and trying to see if my man Charles is going to pick against the chiefs again in the next round!”

“Pat Mahomes, No. 1, you and Travis and Chris Jones, Chris Jones, I love you,” Barkley said. “Andy Reid, congratulations. Yeah, I bet against you at Buffalo. I bet against you at Baltimore. And I bet against you in the Super Bowl. I was 0 for 3. I gotta wait to to next year.”

Shaquille O’Neal chimed in with this about Barkley: “Three-time loser.”

This was a funny moment.