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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.
Flair was the first WCW World Heavyweight Champion, having been awarded the title following WCW's secession from the NWA in 1991. With that, he also became the first WCW Triple Crown Champion upon being awarded the title, having already held the United States and World Tag Team titles.