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#1 CM Punk
He called himself best in the world, but when CM Punk walked into WWE his climb to the top was a gradual ascent, one that fans followed along avidly.
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He remains the only two-time Money in the Bank match winner, capturing the briefcase in 2008 and 2009. Both wins were met with a great deal of admiration from fans in attendance and those watching.
When he won the first time around, during Wrestlemania XXIV, he beat out Chris Jericho, Carlito, John Morrison, MVP, Shelton Benjamin and Mr. Kennedy.
It was certainly a who's who that were contending in that match, and he stood above all of them in winning the briefcase. The following year he defeated Benjamin, and MVP again, as well as Christian, Kane, Finlay, Kofi Kingston, and Mark Henry
Punk departed the WWE in 2014 and he hasn't looked back since, even as fans at WWE shows still chant his name during matches.
He has been busy blazing a new trail for himself in MMA. He has had one unsuccessful UFC match, and his next will take place a week before the upcoming Money in the Bank event.
Which of these Superstars had the best cash in? Sound off in the comments section below!
