45. Jeff Hardy
After his brother Matt got 2 wins 6 years earlier, now it was time for Jeff from the Hardy Boyz to defeat the Deadman and it happened during an ‘Extreme Rules’ Match on November 11, 2008 during a Friday Night Smackdown episode that was taped in the UK.
The only way for him to win that match, was with the Big Show interfering and costing Taker the win, but hey a win is a win.
46. CM Punk
The up and coming Cruiserweight Wrestler actually defeated The Deadman twice, once at the ‘WWE Breaking Point’ 2009 PPV with the help of a Heel Referee, who screwed Taker, and a second time on the September 22, 2009 Episode of Friday Night SmackDown via Count Out (with help of some outside interference)
The Undertaker would then easily squash Punk at the next PPV, ‘WWE Hell in a Cell’ 2009.