#7 Edge (2007)
The second time that Edge had a Money in the Bank contract in his hand, he had not earned it in a Ladder Match. After Mr Kennedy won the briefcase, Edge challenged him to a match for the briefcase which was won by the Rated-R Superstar. He used it like only he could.
The Undertaker had emerged from a Steel Cage match against Batista as the World Heavyweight Champion. Tired and fatigued, the Phenom was no match for the Ultimate Opportunist after he had also endured punishment at the hands of Mark Henry. Edge hit him with two spears to come away with the World Heavyweight Title in the second of his two successful cash-ins.
Will John Cena beat Ric Flair's record? A former WCW Champion thinks so HERE
You can see the cash in here:
#6 CM Punk (2009)
A year after his first Money in the Bank win, Punk repeated his feat two years in a row. He won the Money in the Bank briefcase yet again, overcoming the odds.
He joined the SmackDown brand and chose a time to take advantage of a fatigued Jeff Hardy to pick up the World Heavyweight Championship. Jeff had won a ladder match at Extreme Rules, but could not take long to enjoy his victory.
Minutes after his victory, Punk cashed in the contract and hit Hardy with two Go To Sleeps, and pinned him. The cash in was the beginning of a heel turn by Punk, which added to his character development.
You can watch the CM Punk face Jeff Hardy in a rematch here: