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...

Justin Henry smiling while wearing a black hat

May 1, 2020

kofi kingston.jpg

WWE Money in the Bank - where future World champions ascend toward greater days, and where the rest of the field is left eating the dirt. Ladder matches with six or eight participants produce one winner and, well, five or seven losers - it's just how the system works. Across the 24 different sanctioned Money in the Bank ladder matches that have been held over the last 15 years (23 official and one "do-over"), 22 different winners have emerged. That makes for 56 wrestlers who've never known the glory of winning the special briefcase.

Of those 56, you've got a few "one-time" entrants, like Ric Flair, Roman Reigns, Sasha Banks, and AJ Styles, but there have certainly been those who've tried and tried again, only to hear somebody else's music blaring while they're sprawled out among the twisted metal. Not everyone can win Money in the Bank, and these wrestlers are the greatest proof of that fact.

Listed here are the superstars with the worst records in Money in the Bank ladder matches, the "exceptionally winless" of the group.

WWE Money in the Bank - where future World champions ascend toward greater days, and where the rest of the field is left eating the dirt. Ladder matches with six or eight participants produce one winner and, well, five or seven losers - it's just how the system works. Across the 24 different sanctioned Money in the Bank ladder matches that have been held over the last 15 years (23 official and one "do-over"), 22 different winners have emerged. That makes for 56 wrestlers who've never known the glory of winning the special briefcase.

Of those 56, you've got a few "one-time" entrants, like Ric Flair, Roman Reigns, Sasha Banks, and AJ Styles, but there have certainly been those who've tried and tried again, only to hear somebody else's music blaring while they're sprawled out among the twisted metal. Not everyone can win Money in the Bank, and these wrestlers are the greatest proof of that fact.

Listed here are the superstars with the worst records in Money in the Bank ladder matches, the "exceptionally winless" of the group.

5. Natalya, Cody Rhodes, And Matt Hardy (0-4)

Natalya becky lynch

The 2020 event is truly historic, as it marks the first time a women's Money in the Bank ladder match takes place without Natalya. A trusted veteran, The Anvil's daughter made for a good ring general in these matches, helping to keep the structure in place.

As for current AEW stars Rhodes and Hardy, you could say the same for them - smart generals that help hold the matches together. Rhodes would later insist that there were plans for him to win the World Heavyweight title briefcase in 2012, but Dolph Ziggler got it instead.

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.

3 (Tied). Chris Jericho (0-5)

Chris jericho

"Le Champion" has been unlucky in Money in the Bank matches, which is a little ironic, considering how he's one of the inventors of the match. In 2005, without a concrete spot on the WrestleMania card, Jericho worked with writer Brian Gewirtz to create the concept.

Gewirtz originally had an idea for a "Hollywood Dream Ladder Match" where the winner got whatever they wanted. Vince McMahon baulked at that vague prize, so Jericho suggested a World title shot, which led to the briefcase and "valid for a year" stip and...well, there you go.

2. Christian (0-6)

Christian

It's somewhat ironic that Edge is the only member of the "TLC Six" that's ever won a Money in the Bank match, given how both Hardy Boyz and Christian have had their opportunities. "Captain Charisma" has had the worst luck, falling short a half dozen times.

At WrestleMania 25 in 2009, Christian seemed like a safe bet to win the match, and was the obvious crowd favourite. That was made evident when the stadium crowd in Houston vociferously booed CM Punk upon his second straight victory. And he was a babyface!

1. Kofi Kingston (0-7)

Kofi kingston money in the bank

Throughout his 12-plus years with WWE, Kingston's generally been booked to fall short in singles endeavours. Yes, he's had a six-month WWE title reign, to go along with scattered secondary title runs, but as a single, much of his WWE tenure has come as a runner-up.

Kingston doesn't win Royal Rumbles, but he avoids elimination at least once through astounding means. By that measure, Kofi's never the briefcase winner in mind for Money in the Bank, but he's been counted on to add thrilling stunts to a spectacle holding high expectations.

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