20 WTF Moments In CM Punk's WWE Career

10. Winning MITB Twice In A Row & Successfully Cashing In Both Times

CM Punk holds the accolade of being the only WWE superstar to win Money in the Bank twice, and more impressively, he did in two consecutive years, at WrestleMania 24 (2008) and WrestleMania 25 (2009). Even cooler? Both of Punk's cash-ins were ultimately successful, defeating Edge on an episode of Raw and defeating Jeff Hardy at 2009's Extreme Rules PPV. Given how MITB is always reserved for the most promising talent (yes, Jack Swagger was once promising), this showed just how much faith the WWE had in Punk moving forward.
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Stay at home dad who spends as much time teaching his kids the merits of Martin Scorsese as possible (against the missus' wishes). General video game, TV and film nut. Occasional sports fan. Full time loon.