#1 Triple H - 13 losses
'The King of Kings' Triple H, surprisingly holds the top position on this list with 13 defeats to his name at the Showcase of the Immortals. His 13 losses include three against The Undertaker while two of them have come against former Shield members, Roman Reigns and Seth Rollins.
At WrestleMania 34, Triple H teamed up with his wife, Stephanie McMahon, to take on the pair of Ronda Rousey and Kurt Angle, in what was another dent to Hunter’s win-loss record at WrestleMania. Four years before the mixed tag team bout, the Cerebral Assassin put Daniel Bryan over on the grandest stage with a defeat in their singles match.
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Before beating Batista at WrestleMania 35, Triple H had suffered a defeat against him in the closing match of WrestleMania 21 while John Cena defeated him via submission in the next WrestleMania main event at the Allstate Arena. It is unknown whether Triple H will be a part of this year’s WrestleMania, but the company has not announced a match for him thus far.
For now, his record remains intact.