#4. Ric Flair - 1-4
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The fact that Ric Flair only has five WrestleMania matches in his career is quite astounding in itself, but it's a reminder that Flair was never a "WWE guy" throughout his career to begin with. His more prominent roles came in the NWA and WCW, where he won many of his 16 World Championships.
However, Flair's list of opponents at WrestleMania is quite impressive, with names such as The 'Macho Man' Randy Savage, The Undertaker, Shawn Michaels, The Rock, and Mick Foley some of the names he faced.
The only win that he had was in a 3-on-2 handicap match at WrestleMania 20, where he teamed up with Batista and Randy Orton to beat The Rock N' Sock Connection. He lost in all his other WrestleMania appearances, including the second Money in the Bank ladder match.
He even had a dark match at WrestleMania 23 where he teamed up with Carlito and won a Tag Team match. The most notable appearance, of course, was at the Citrus Bowl in Orlando at WrestleMania 24, when he lost his iconic retirement match to Shawn Michaels.
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