5 Most Unsuccessful Superstars In WWE Money In The Bank Ladder Match History

Across the 24 different Money in the Bank ladder matches held over the last 15 years, 22 different winners have emerged. That makes for 56 wrestlers who've never known the glory of winning the special briefcase...

3 (Tied). Shelton Benjamin (0-5)

Shelton benjamin

Benjamin may never have won a single solitary Money in the Bank, but he at least made his mark on the event with some truly staggering acts of agility. It began in the original match, when he ran hands-free up an inclined ladder to deliver a flying clothesline.

The following year at WrestleMania 22, Benjamin astonished home viewers by springboarding in from off-camera to square up with Rob Van Dam atop a ladder. More painful was the towering flip he took through a ladder bridge in 2008, ending his night early.

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Justin Henry

Written by Justin Henry

In addition to writing lists and commentaries for Cultaholic, Justin is also a features writer and interviewer for Fighting Spirit Magazine, and is co-author of the WWE-related book Titan Screwed: Lost Smiles, Stunners, and Screwjobs.