#6 Kane
Kane won the first ever Money in the Bank ladder match in the history of the Money in the Bank pay-per-view in 2010. It was the first time that a SmackDown exclusive Money in the Bank contract was suspended above the ring and also, it was the maiden occasion where the winner of the ladder match cashed in his contract on the same night.
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The on-screen brother of The Undertaker had defeated Christian, Matt Hardy, Big Show, Dolph Ziggler, Kofi Kingston, Drew McIntyre and Cody Rhodes to win the briefcase while he pinned the champion Rey Mysterio to walk out with the title.
Currently, Kane is working as the mayor of the Knox County. His last WWE match came at WWE Crown Jewel last year where he teamed up with Undertaker to face Triple H and Shawn Michaels.