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As pretty much every wrestling fan knows, Ric Flair is considered a 16 time world champion by WWE. However, it's less well known that this number has been disputed. If you take a look at his Wikipedia page, there's 19 in total: 9 NWA, 8 WCW, and 2 WWF.
He won the championship by defeating Bray Wyatt at WrestleMania 33 in Orlando, Florida on April 2, 2017. Overall, there have been 49 different official champions, with John Cena having the most reigns at thirteen. Seven men in history have held the championship for a continuous reign of one year (365 days) or more. They are Bruno Sammartino, Pedro Morales, Bob Backlund, Hulk Hogan, Randy Savage, John Cena, and CM Punk.