#9 Rob Van Dam (2006)
Rob Van Dam won the second-ever Money in the Bank Match and decided that he would cash in the briefcase to challenge John Cena at ECW One Night Stand. The crowd was a raucous one, completely against Cena.
RVD was the overwhelming favourite of the night, and he was able to please the crowd by defeating the hated Cena. The Championship run was cut short due to violations of the wellness policies, but the win at One Night Stand remains one of the legendary moments in WWE history.
You can watch the cash in here:
#8 Daniel Bryan (2011)
Daniel Bryan was a huge Indie darling when he came to WWE. Fans did not expect WWE to book him in a manner befitting his experience and quality. In the beginning, their assumption proved correct. Slowly, however, WWE's style of booking for Bryan changed.
Bryan was given a better push, and he was able to win the Money in the Bank match in 2011. After a match between Big Show and Mark Henry, Big Show became the new champion. Mark Henry did not take kindly to losing the title and attacked Big Show after the bout and left him lying in the middle of the ring.
Bryan took advantage and made his way out to the ring. He cashed in the briefcase and did not even hit the Big Show before pinning him for the win and leaving with the World Heavyweight Championship.
You can watch the cash in here: