#4 CM Punk wins Money in the Bank at WrestleMania 25
At the 25th anniversary of WWE WrestleMania, CM Punk competed in his second consecutive WWE Money in the Bank ladder match. Punk had won the previous year's ladder match. However, that win produced very little career growth for him. The "Best in the World" had a short World Championship reign and fell down the pecking order.
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The WrestleMania 25 match was of much better quality. It boasted the likes Christian, Finlay, Kane, Kofi Kingston, Mark Henry, MVP, and Shelton Benjamin.
Due to such a top-class lineup, CM Punk's chances of winning were minimal. However, the Straight Edge Superstar walked out Mr. Money in the Bank at WrestleMania 25, winning it two years in a row. He eventually cashed in his briefcase against Jeff Hardy to become World Heavyweight Champion.