#5 Sheamus
Sheamus won the 2015 Money In The Bank Ladder match and held on to the briefcase for months on end. At Survivor Series 2015, Roman Reigns defeated Dean Ambrose to become WWE World Champion, but lost the title immediately after, when Sheamus cashed in his contract on The Big Dog. Sheamus had won the WWE title way back in 2009 when he defeated John Cena at WWE TLC.
He was out for around a year due to an injury and made his return earlier this year. Sheamus is currently putting down young guns on WWE SmackDown, with the most notable names being Cal Bloom and Daniel Vidot.
#4 Randy Orton
The Viper won the MITB contract in 2013, at the namesake PPV. Months later, Orton won the WWE title by cashing the contract in on Daniel Bryan, minutes after the latter had defeated John Cena to win the belt. Orton had won several WWE and World titles before his MITB victory, with his first title coming at SummerSlam 2004.
Orton lost a Last Man Standing match to Edge at WrestleMania 36 and hasn't been in action ever since.