The Undertaker Recalls A Hilarious Vince McMahon Sports Gambling Story

(Photo Credit: WWE)

Vince McMahon can be a funny guy.

The Undertaker knows this first-hand.

“The Dead Man” recently appeared as a guest on the Six Feet Under podcast for an interview, during which the WWE Hall of Fame legend told a funny story about McMahon paying off a $100 sports bet he lost to “The Phenom” with pennies.

“We made a bet, with all this going on, the trial and everything,” Undertaker said. “He was a Washington Redskins [Washing Commanders] fan. I’m a Dallas Cowboys fan. We bet. Dallas beats Washington. I think we bet $100, a gentleman’s bet, $100. That joker, in the midst of all this going on, paid me my $100. You know how he paid me? In freakin’ pennies.”

He continued, “He made someone carry a jar of pennies, $100 worth of pennies, to TV and then give it to me. He was testifying that day, which is why he wasn’t there. He paid his debt. One of his favorite things to do was to rib me. Could you imagine, with all that going on, to even have the mental capacity to think, ‘I’m going to pay him $100 in pennies.’ I’m on the road back then, like 35 days in a row, what am I going to do with a pickle jar full of pennies? That’s Vince.”

Check out the complete interview at Patreon.com. H/T to Fightful.com for transcribing the above quotes.