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#4 Curt Hawkins & Zack Ryder
We originally hoped to include five one-on-one matches in this selection of shock opponents who defeated The Undertaker, but Curt Hawkins and Zack Ryder’s victory in March 2008 was just too tempting to ignore.
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Ahead of Undertaker vs. Edge at WrestleMania XXIV, Hawkins and Ryder (aka The Edgeheads) teamed up with their leader to defeat “The Phenom” in a 3-on-1 handicap match on SmackDown.
Granted, neither one of the current WWE Superstars actually pinned ‘Taker (can you imagine if they had?!), with Edge getting the victory following a spear, but the record books still state that they defeated the WrestleMania icon.
While Ryder is busy putting Mojo Rawley over, former TNA and WWE Tag Team Champion Curt Hawkins is on 1 150+ match losing streak that may never end by the looks of it.
