Every WWE Money In The Bank Winner Ranked From Worst To Best

28. Otis

Time With Contract: 168 Days

Count the terrible things attached to Otis' cursed time with the Money In The Bank contract.

He "won" the thing by accident when AJ Styles was too much of a klutz to hold on to it at the climax of one of the worst matches in company history. 2020's cinematic variant was a risible and artless failure, much like Otis' actual run when the creative team lost interest long before they'd considered how the Heavy Machinery man might actually benefit from it.

RIP to that tag team too - Tucker turned heel on his partner to rip the prize away before Otis even found the time to turn funny into money. After several months of barely any teasing or direction, the future Alpha Academy man lost his best friend and his briefcase in a match against The Miz, and has been nowhere near singles glory since.