21. “Double J” Jeff Jarrett
Eventho he only won via DQ, Jeff Jarrett has defeated The Undertaker on PPV, which happened at ‘WWF In Your House 19: D-Generation X’ on December 7, 1997.
22. “The Big Red Machine” Kane
Kane’s first victory over The Undertaker came on the June 1, 1998 Edition of WWF RAW IS WAR in a #1 Contenders Match for Steve Austins WWF World Title.
Kane would also beat Taker years later, clean at ‘WWE Night of Champions 2010’ and with a little Help from a turning Paul Bearer at the ‘WWE Hell in a Cell 2010’ PPV.
Kane then won a final ‘Buried Alive’ Match at ‘WWE Bragging Rights 2010’ with a little help of the Nexus Stable.