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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.
Richard Petty (1983 car shown) was the first to reach seven Drivers' Championships. Dale Earnhardt (1994 car shown) is the other driver to have won seven Drivers' Championships. Jimmie Johnson (2008 car shown) won the Drivers' Championship a record five consecutive times from 2006 to 2010. Ten drivers have achieved consecutive wins in the Sprint Cup Series Drivers' Championship.