#4 - Shawn Michaels - 11

Nicknamed as Mr. WrestleMania, Shawn Michaels holds the 4th position in the list of superstars with most losses at the Grandest Stage of 'em All. Micheals' legendary career had come to an end at WrestleMania 26 where he lost to the Undertaker in a Streak vs Career match. Shawn made his WrestleMania debut way back in 1989 where he battled in a tag team match in a losing cause with Marty Jannetty.
The Heart Break Kid wrestled in several breath-taking matches against Razor Ramon, Kurt Angle and Mr.McMahon in his career. He even retired Ric Flair at WrestleMania along with battling Stone Cold Steve Austin for the WWF Championship with Mike Tyson as the special guest referee.
Shawn Michaels recently came out of retirement to join forces with Triple H and battle the Brothers of Destruction at Crown Jewel 2018.