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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.
The Boston Celtics won the most NBA titles with 17 championships. The Lakers have the second most with 16 championships. The Boston Celtics won the most NBA titles with 17 championships. The Lakers have the second most with 16 championships.