#2 Dean Ambrose Cashes In his contract on the same night he won it
Back in 2014, the biggest storyline in professional wrestling dealt with the dissolution of the Shield after Seth Rollins betrayed the group.
Literally, everyone had expected the unstable Dean Ambrose to be the one to turn traitor, but then WWE swerved the masses by having the Benedict Arnold be none other than Seth Rollins. This led to a storyline where Dean Ambrose was constantly attacking, harassing, and generally making life difficult for Seth Rollins. However, despite his best efforts, Rollins would wind up winning the MITB match in 2014.
Two years later, Dean Ambrose would finally get his receipt. After Seth managed to regain his title from Roman Reigns, Dean Ambrose cashed in and quickly defeated his hated nemesis, becoming the big belt champion for the first time in his WWE career.
Amrose was called 'The Lunatic Fringe' for his ability to be absolutely unpredictable and this was just a prime example of that.