#4 Randy Orton - 9 losses
Randy Orton has been one of the best villains in WWE history and as of late, he has been putting over a handful of other Superstars at WrestleMania. He lost the United States Championship at WrestleMania 34 in a fatal four-way match against Jinder Mahal, Bobby Roode and Rusev, while last year, he fell short to 'The Phenomenal' AJ Styles in a singles bout.
This year, Orton is likely to lose his Last Man Standing match against a returning Edge in what will probably be the 10th loss of his WrestleMania career. Speaking of his previous defeats at the Showcase of the Immortals, the Viper also lost his WWE World Heavyweight Championship to Daniel Bryan in the main event of WrestleMania XXX in a triple threat match that also featured Batista.
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He tried to end The Undertaker’s winning streak at WrestleMania 21 but failed to do so, and a few years later, The Phenom’s kayfabe brother Kane was able to The Apex Predator at the Sun Life Stadium in 2012. One of his defeats even came against Triple H in the main event of WrestleMania 25.