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WWE Money in the Bank is rapidly approaching.
The Money in the Bank ladder match has quickly woven itself into the fabric of WWE history since the concept first debuted at WrestleMania 21 in 2005.
The match centers around the Money in the Bank briefcase. Inside the briefcase lies a contract for a guaranteed World Championship match, good for the next twelve months.
During the Money in the Bank ladder match, the Money in the Bank briefcase is suspended high above the ring. WWE Superstars must utilize the ladder to retrieve the briefcase and become the new Mr or Miss Money in the Bank.
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While some WWE Superstars have cashed in their Money in the Bank contract within minutes of winning it, others have bid their time. Certain WWE Superstars have waited months for the perfect opportunity to cash in their Money in the Bank contract.
With that in mind, let's take a closer look at five WWE Superstars who held the Money in the Bank contract the longest.
#5 Otis 168 days (WWE Money in the Bank 2020)
Otis has arguably one of the most unique Money in the Bank reigns in WWE history.
Due to the global COVID-19 pandemic, WWE was forced to be creative with how they presented television and pay-per-view events. The company resorted to cinematic matches and empty arena shows from the WWE Performance Center and ThunderDome while fans could not attend.
One such cinematic presentation came at the 2020 Money in the Bank pay-per-view event. Both men's and women's Money in the Bank ladder matches took place simultaneously while emanating from WWE's global headquarters in Stamford, Connecticut.
The WWE Superstars involved would have to make their way from the ground floor of the building all the way to the top floor. On the roof of WWE Headquarters was a ring with the Money in the Bank contracts suspended high above, waiting for WWE Superstars to retrieve them.
Stunningly, Otis was able to retrieve the Money in the Bank briefcase and win the match. However, Otis would never even cash in his Money in the Bank contract.
During a match in which the Money in the Bank contract was on the line, Otis lost the Money in the Bank briefcase to The Miz at the Hell in a Cell 2020 pay-per-view in October. This ended Otis' reign as the Money in the Bank holder at 168 days.
#4 Dolph Ziggler - 267 days (WWE Money in the Bank 2012)
Former WWE World Heavyweight Champion Dolph Ziggler's Money in the Bank cash-in resulted in one of the best-remembered Monday Night RAW moments.
Dolph Ziggler defeated Cody Rhodes, Damien Sandow, Sin Cara, Santino Marella, Christian, Tyson Kidd, and Tensai to capture the briefcase at the Money in the Bank pay-per-view in 2012.
After winning the Money in the Bank briefcase, Ziggler successfully defended his Money in the Bank contract on two separate occasions. One during the August 20, 2012 edition of Monday Night RAW when he defeated Chris Jericho in a career vs. contract match.
The other came at the Tables, Ladders, and Chairs pay-per-view when he defeated John Cena in a Ladder match to successfully retain his Money in the Bank contract.
After holding the briefcase for 267 days, Dolph Ziggler finally cashed in his Money in the Bank contract on the post-WrestleMania 29 edition of Monday Night RAW in 2013.
After World Heavyweight Champion Alberto Del Rio defeated Jack Swagger and Zeb Colter in a 2-on-1 handicap match, Dolph Ziggler emerged to a thunderous ovation and cashed in on his WWE World Title opportunity. Ziggler hit Del Rio with a Zig Zag to become the new WWE World Heavyweight Champion.
#3 Seth Rollins - 273 days (WWE Money in the Bank 2014)
Former WWE World Heavyweight Champion Seth Rollins has arguably the most famous Money in the Bank cash-in in WWE history.
However, the Architect was forced to wait a significant amount of time before cashing in his Money in the Bank contract.
Rollins defeated Dolph Ziggler, Jack Swagger, Kofi Kingston, Rob Van Dam, and Dean Ambrose to win the Money in the Bank contract at the WWE Money in the Bank pay-per-view in 2014.
Seth Rollins teased cashing in his Money in the Bank contract several times throughout his tenure with the briefcase. However, he never officially pulled the trigger on his guaranteed WWE World Heavyweight Championship opportunity.
That all changed during the main event of WrestleMania 31 in 2015. Brock Lesnar was defending the WWE World Heavyweight Championship against the 2015 Royal Rumble winner, Roman Reigns, in the scheduled main event of the show.
Both Lesnar and Reigns were down in the ring when suddenly Seth Rollins' music hit, and the former Shield member sprinted to the ring. Rollins officially cashed in his Money in the Bank contract, turning the main event into a triple threat match for the WWE World Heavyweight Championship.
Rollins hit Roman Reigns with a curb stomp and successfully captured the World Heavyweight Championship for the first time in his career. This marked the first time a WWE Superstar cashed in the Money in the Bank contract while a championship match was in progress.
After holding onto the Money in the Bank contract for 273 days, Seth Rollins successfully captured the WWE World Heavyweight Championship and completed the "heist of the century."
#2 Edge - 280 days (WWE WrestleMania 21)
WWE Hall of Famer Edge wrote the book on successfully cashing in the Money in the Bank contract.
The Rated R Superstar was the first ever holder of the Money in the Bank briefcase. Edge won the first ever Money in the Bank ladder match by defeating Shelton Benjamin, Chris Jericho, Chris Benoit, Christian and Kane at WrestleMania 21 in 2005.
While the WWE Universe knew that the Money in the Bank briefcase contained a contract for a World Championship match at any point in the following twelve months, not many truly understood the Money in the Bank concept.
This meant that Edge held the Money in the Bank briefcase for an astounding 280 days without any real attempted "cash-ins" of note. However, that all changed at the New Year's Revolution pay-per-view event in January 2006.
After John Cena had successfully defended the WWE Championship against Kurt Angle, Carlito, Chris Masters, Kane and Shawn Michaels in an Elimination Chamber Match, WWE Chairman Vince McMahon suddenly appeared.
McMahon announced that Edge was cashing in his Money in the Bank contract and would be challenging John Cena for the WWE Championship immediately. This led to Edge spearing Cena several times to win the WWE Championship for the first time in his career.
#1 Carmella - 287 days (WWE Money in the Bank 2017)
Former WWE SmackDown Women's Champion Carmella has the distinction of being the WWE Superstar to hold the Money in the Bank contract for the longest time before cashing in.
Carmella won the first-ever Women's Money in the Bank ladder match in 2017 at the Money in the Bank pay-per-view event. After interference from James Ellsworth, Carmella defeated Becky Lynch, Natalya, Tamina, and Charlotte Flair to become Miss Money in the Bank.
However, two days later, SmackDown General Manager Daniel Bryan changed things. Bryan stated that due to Ellsworth's interference, Carmella would be stripped of the Money in the Bank contract.
A re-match was held on that edition of SmackDown LIVE in which Carmella once again successfully captured the Money in the Bank briefcase.
Carmella waited an agonizing 287 days before successfully cashing in her Money in the Bank contract. Then-SmackDown Women's Champion Charlotte Flair was viciously attacked by the debuting Billie Kay and Peyton Royce on the post-WrestleMania 34 edition of SmackDown LIVE.
This assault by The IIconics provided Carmella with the perfect opportunity to cash in her Money in the Bank contract on Charlotte Flair and capture the SmackDown Women's Championship for the first time in her career.
