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. Iโ€™m a Dallas Cowboys fan. We bet. Dallas beats Washington. I think we bet $100, a gentlemanโ€™s bet, $100. That joker, in the midst of all this going on, paid me my $100. You know how he paid me? In freakinโ€™ 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 wasnโ€™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, โ€˜Iโ€™m going to pay him $100 in pennies.โ€™ Iโ€™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? Thatโ€™s Vince.”

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