Money in the bank is a very interesting concept that was introduced by WWE in 2005. Since then, we’ve seen a Money in the Bank Ladder match every year, and most years it hosts multiple Money in the Bank matches.
It’s basically a guaranteed world title win, although we’ve seen more failed cashes than successful ones in recent years. Despite that, there have been some quality winners who had pretty good runs. However, some wrestlers were never able to hold the briefcase despite appearing in many MITB ladder matches.
9 Natalia – 4
Natalya is definitely one of the most underrated workers ever. She has been part of the worst and best times of women’s wrestling in WWE. Natalya is a WWE veteran and has been with the company since 2007.
Unfortunately for Nattie, Money in the Bank did not exist for women back then and only came up in 2017. She has been a part of 4 of the Ladder matches in 2017, 2018, 2019 and 2021. There was no chance she would win. although she is past her prime and WWE is focusing on new women.
8 Kevin Owens-4
It really comes as a big surprise that Kevin Owens has never been Mr. Money in the Bank. While he’s mostly been a babyface since 2019, his gimmick before that was perfect for being Mr. Money in the Bank.
Owens has been a part of 4 Money in the Bank ladder matches so far, those 4 being 2016, 2017, 2018 and 2021. At SummerSlam 2018, Owens challenged for Braun Strowman’s Money in the Bank briefcase in a singles match. , but could not win there. also.
7 Cody Rhodes – 4
Cody Rhodes is another guy who should have won the Money in the Bank ladder match at some point during his first WWE run. He was a successful heel mid-carder who should have been promoted on the card via an MITB win, but sadly never happened.
Cody Rhodes’ first appearance in an MITB ladder match was in the 2010 SmackDown MITB ladder match which was won by Kane. His last appearances were in 2013, when he had the MITB briefcase at stake for the world heavyweight title. After that, Cody debuted the “Stardust” gimmick and it became a complete joke and had no chance of being Mr. Money in the Bank.
6 Matt Hardy-4
Matt Hardy was part of WWE for a long time. He is part of one of the most legendary teams in history, The Hardy Boyz, along with his real-life brother, Jeff Hardy. Together, they were very successful as a tag team winning 9 tag team titles.
While Jeff also found success as a singles wrestler, the same cannot be said for Matt. A Money in the Bank victory could have done wonders for his career, but he never won one despite appearing in 4 of them. Maybe WWE never saw in Matt what they saw in Jeff.
5 Drew McIntyre – 5
Drew McIntyre might have been off this list as he was considered the winner of the 2010 SmackDown Money in the Bank ladder match. Unfortunately, WWE handed the win to Kane and therefore McIntyre’s MITB account stands. at zero.
His first appearance was in the Money in the Bank ladder match at WrestleMania 26 in the 10-man ladder match, which is the most entrants an MITB ladder match has ever had. He competed in 4 more matches, the last being the most recent match in 2022.
4 Shelton Benjamin – 5
Shelton Benjamin had a lot of potential as a singles wrestler in WWE, and he had pretty decent runs in the midcard and tag team divisions. However, he was never pushed into the main event scene.
He entered all of their Money in the Bank ladder matches as a regular midcarder, and was never really a legitimate favorite to be the winner. He was a part of 5 of the first six MITB ladder bouts. However, he has never been in the party since he returned in 2017.
3 Chris Jericho – 5
It’s a pretty well known fact that Chris Jericho was among the people who came up with the Money in the Bank concept. The fact that the inventor himself has never won an MITB briefcase despite appearing in 5 matches is a bit disappointing. Jericho was a part of the first MITB ladder match at WrestleMania 21, which Edge won.
His last MITB appearance was in 2016. Jericho never won the MITB briefcase because WWE mainly gives the briefcase to wrestlers who have never won a world title, and Y2J was already a multiple-time world champion when it was introduced. Still, WWE might have made him a winner some year, as Jericho’s heel trick was a perfect fit for Money in the Bank.
2 christian – 6
Christian had quite a successful run in WWE winning many championships including 2 World Heavyweight title victories. However, WWE never saw him as a main event, which explains why he never won a Money in the Bank Ladder match despite being in many of them.
He was in a total of 6 Money in the Bank ladder matches. He was a part of the first Money in the Bank ladder match at WrestleMania 21, and he was also a part of the MITB match with the most entrants at WrestleMania 26. It’s really a shame Christian’s best friend Edge was twice Mr. Money in the Bank while Christian never was.
1 Kofi Kingston – 7
Kofi Kingston is one of those fighters who always creates memorable moments in multi-man matches. He is famous for his Royal Rumble stunts, and he was also a pretty good MITB competitor. His first Money in the Bank ladder match was at WrestleMania 25, which also happened to be his WrestleMania debut.
Other than that, Kingston has competed in 6 other Money in the Bank ladder matches with the previous one being in 2018. Despite being in so many of these matches, he was never considered a winner because WWE never saw him as celebrity material. World champion. He was mainly there to fill a spot and do some high-flying, entertaining moves to make ladder matches more interesting.