#5 Shelton Benjamin – 5 appearances, 0 victories
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Number 5 on our list is the Gold Standard, Shelton Benjamin. Though he never won a Money in the Bank Ladder match, the former member of The World's Greatest Tag Team earns his place just through his incredible performances.
His superior athleticism was the perfect fit for these sort of over the top Ladder matches and Benjamin always provided some jaw-dropping moments in each and every one of his five appearances.
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It’s a shame that injuries have derailed his return to the WWE as he would have been the perfect addition to this year’s Money in the Bank contest as well.
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