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#3 Shawn Michaels (six wins and 11 losses at WrestleMania)
Shawn Michaels has been given the moniker of Mr. WrestleMania despite having a horrible record at The Show of Shows. The reason behind the moniker is that Michaels has delivered a long list of legendary WrestleMania performances despite losing most of his matches. Michaels competed in 17 matches across his two WWE stints and lost 11 of those matches.
Top names like Razor Ramon, Diesel, and Stone Cold Steve Austin defeated Michaels in singles WrestleMania outings during his first run in WWE. Michaels made a big return to The Show of Shows in 2003 by picking up a win over Chris Jericho.
Michaels' second stint saw him losing matches to the likes of John Cena, Chris Benoit, Kurt Angle, and The Undertaker. Michaels' final WrestleMania win came in 2008 when he retired WWE Hall of Famer Ric Flair. He would go on to lose to The Undertaker in two consecutive matches, with the second match being his final one on The Grandest Stage Of Them All. Michaels vs. The Undertaker at WrestleMania 25 is regarded by many as the greatest match of all time.
