Few, if any, wrestlers understood the WWE business like The Undertaker.
The future WWE Hall of Famer had a glorious 30-year run with the company, which spanned from 1990 to the end of Survivor Series 2020 a year ago. It wasn’t just about the championships, unforgettable matches and major pay-per-views he headlined.
The Undertaker was in his own class because he was able to reinvent his character time and time again, always finding creative ways to keep his wrestling persona interesting and unique.
If there’s one wrestling legend that current and future WWE superstars should listen to, it’s hard to think of many who would be more helpful than The Undertaker. He is only Vince McMahon’s personal favorite wrestler, after all.
The Undertaker discussed several topics relating to the WWE business while speaking to the The CW 33 in Dallas, Texas. There, The Phenom revealed what he believes is “the greatest compliment” a WWE superstar can receive.
“Wrestlemania is the equivalent to our industry as the Super Bowl is to the NFL,” The Undertaker said. “You work your tail off all year so you’re on the card at Wrestlemania. That’s kinda your first goal. I want to be on the card at Wrestlemania. Ultimately, I think the greatest compliment that you can get is to be the Main Event at Wrestlemania.”
The Undertaker had the fortunes of headlining five WrestleMania events in his three decades with the WWE, with the first taking place against Sycho Sid in 1997. He would proceed to headline four WrestleMania events over a 12-year span from 2008 to 2012: Against Edge (WrestleMania 24), Shawn Michaels (WrestleMania 26), Roman Reigns (WrestleMania 34) and AJ Styles (Day one of WrestleMania 36, a cinematic “Boneyard” match.
No WWE superstar has a greater history at WrestleMania than The Deadman, who won his first 21 matches on The Grandest Stage of Them All. He didn’t suffer his first loss at The Showcase of Immortals until WrestleMania 30, when Brock Lesnar managed to conquer the streak.
Who Has Headlined More WrestleManias Than Undertaker?
Only Triple H (seven WrestleManias headlined) and Hulk Hogan (eight) competed in more WrestleMania main events than The Undertaker. That said, Universal Champion Roman Reigns is already at five and in good position to surpass Triple H and Hogan at some point in the next decade.