3 WWE Superstars who signed 10-year contracts and 2 who signed for 15+ years

#2 The Undertaker (15-year WWE contract)

In 2019, speculation about The Undertaker’s WWE future gathered pace after he was booked for a meet-and-greet session at Starrcast – a wrestling convention that had a minor affiliation with AEW.

As The Undertaker explained in his WWE Network docu-series 'Undertaker: The Last Ride', he had no reason to want to leave WWE, so he did not think the booking would cause a problem.

Vince McMahon had a different opinion, however, and he removed the legendary Superstar from the event, causing a brief fallout between the two men.

"Vince and I had a little bit of a falling out over it, and I understand where he was coming from. He’s got a business to run. I understand his position. But I also had a position of my own that needed to be understood. We didn’t talk for a little while and then we both let our guard down enough to talk and then we got things worked out.” [H/T Fightful]

It was also reported by the Wrestling Observer’s Dave Meltzer that Vince McMahon did not want The Undertaker to agree to any non-WWE bookings, which is why he handed him a 15-year contract in 2019.