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

27. Mr Kennedy

Time With Contract: 36 Days

Dumb luck and a dumb company conspired against a Mr Kennedy that had promised to wait a full year before cashing in the Money In The Bank briefcase he'd won at WrestleMania 23.

Smartly thinking of the why as well as the how and when, Kennedy wanted 'The Grandest Stage' to be the site, but the whole idea fell to pieces when he suffered a tricep injury that was misdiagnosed as a tear. 24 hours after the case was hot-shotted onto Edge so he could disappear off and defeat The Undertaker, Kennedy was told by a doctor that the nine months on the shelf was more like five to six weeks.

Incompetence and a devastating and life-changing scale, and not one the ice cool Kennedy character was ever really able to recover from.