The Undertaker almost never got to meet Vince McMahon.
Back in 1990, Mark Calaway was working for WCW under the name ‘Mean Mark.’ However, the man who would become The Undertaker left the promotion after they refused him a raise.
Towards the end of The Deadman’s time with WCW, Bruce Prichard, who was a fan of his work, tried to set up a meeting between Undertaker and Vince McMahon. The meeting was due to take place following Undertaker’s appearance at WrestleWar 1990, where he teamed up with his partner in The Skyscrapers, Mike Enos, to face The Road Warriors in a Street Fight.
On the debut edition of his Six Feet Under podcast, The Undertaker recalled that the meeting got canceled.
The WWE Hall of Famer says he was originally informed the cancellation was because of a parasailing accident that saw Brutus Beefcake suffering a bad injury.
“I think there was a meeting scheduled for me and Vince. I just found this out recently, within the last couple of years. The meeting got canceled.
“Originally, I was told, I think it was Bruce that told me this, the meeting with Vince got canceled because of the parasailing accident that Brutus Beefcake had. He was in Clearwater Beach, someone was parasailing off the beach, and he ended up getting hit in the face by somebody. Crushed his face, he had to have his face rebuilt and all this. That is the reason my meeting got canceled, Vince had to go.”
However, he recently found out the unfortunate truth, at the time Vince McMahon just wasn’t impressed with him.
“All these years, I always thought that meeting got canceled because of Beefcake’s accident. What it truly was is Vince watched the pay-per-view and wasn’t impressed at all. ‘He’s just a big red-headed kid. I got a million of those.’ Had no interest whatsoever.”
The Undertaker Thought Vince McMahon Would Give Him “Singing In The Shower” Gimmick
The Undertaker eventually got his meeting with Vince McMahon, but it didn’t go quite according to plan. The WWE Chairman asked him about his talents outside of wrestling, like if he danced or sang.
Undertaker joked that he only sang in the shower, and immediately worried that he made a big mistake.
“As soon as I said it, I was like, ‘Ohh, I shouldn’t have said that.’ It was the time of outlandish gimmicks. Now I’m thinking, ‘I’m going to be singing in the shower guy.’ As soon as I said ‘I sing in the shower,’ Vince is like, ‘Really??!?!’ Oh no, I’ve screwed up. I was just trying to be funny.”
Luckily for both Undertaker and his legion of fans, that didn’t happen and instead, he went on to have one of the greatest careers in pro wrestling history.
H/T to Fightful for the above transcription.