26. Mr. Vince McMahon
All those DQ Victories … seems like whenever Taker lost a match it was via DQ … and indeed most of his losses were exactly that. Same thing on the May 25, 1999 episode of WWF RAW IS WAR, when the Promoter Vince McMahon Jr., who wasn’t a trained Professional, managed to get one of these infamous DQ victories over The Undertaker.
A few years later on the ‘WWE Survivor Series 2003’ PPV, The Undertaker lost another match to Vince McMahon, this time a ‘Buried Alive’ Match, after Kane interfered on McMahon’s behalf.