5 times the wrong superstar won Money in the Bank

#1 CM Punk

It just wasn't Punk's time

When CM Punk won the Money in the Bank ladder match at WrestleMania 25, it felt like the time was right for him to move into the world title picture. When it happened twelve months prior in Orlando, however, that wasn't the case. From the match itself to his actual reign as World Heavyweight Champion, Punk felt like he was in over his head as a babyface.

The match at the Citrus Bowl should've instead been used as a way to give Mr Kennedy another shot at running with the briefcase. His previous win was cut short when Edge won the contract from him, and Kennedy was someone who always possessed the kind of star potential necessary to be Mr Money in the Bank.

Still, things didn't work out too badly for the Straight Edge Superstar in the end.