10 WWE Superstars You Won't Believe Defeated The Undertaker
3. Mr. McMahon (Survivor Series 2003)
Considering he has a Royal Rumble victory and reigns as WWE and ECW champion to his credit, perhaps it isn't too far-fetched to believe that Mr. McMahon holds a win over The Undertaker.
McMahon and Undertaker crossed paths on countless occasions throughout the Attitude Era, and in 2003, all of their bad blood finally came to a head in a Buried Alive match at Survivor Series. McMahon's matches are rarely ever anything special, and as expected, the entire bout consisted of Undertaker dominating him until the finish.
Kane then emerged out of nowhere to bury his brother himself and pave the way for Vince to be deemed the victor. This was done to write Undertaker off TV for a few months to nurse nagging injuries and begin the build for another bout between the two at WrestleMania XX, but the record still shows Vince defeating The Deadman that fateful night in Dallas.
Undertaker did get a measure of revenge over the McMahon family when he beat Vince's son Shane at WrestleMania 32, but that was the closest he came to getting a rematch with his longtime rival.
Vince has booked himself to win against the illustrious likes of John Cena, Triple H, Shawn Michaels and Ric Flair over the years. While that doesn't make the decision any less dumb, fans had to know Undertaker would be humiliated at the hands of The Chairman eventually.