5 Best MITB cash-ins in WWE history 

#4 Randy Orton

In the summer of 2013, Randy Orton won his first-ever Money in The Bank contract in a remarkable match which included the likes of CM Punk, red-hot Daniel Bryan and Rob Van Dam. In one of the most heated cash-ins in history, Randy Orton cashed in his contract on Daniel Bryan. Bryan had just won the title by defeating John Cena in a stellar match in the main event of SummerSlam.

What was initially intended to be Bryan’s crowning moment turned out to be Orton’s as he displayed one of the most effective face-to-heel transitions? Triple H stabbed Bryan in the back by striking him with the pedigree following which Orton cashed in to establish his reign as champ.

This cash-in is highlighted by the fact that it began Bryan’s feud against The Authority which was a pivotal point of the Reality Era and arguably one of the greatest story-lines in recent memory.