Chris Jericho conceptualized the Money in the Bank Ladder Match before WrestleMania 21 with the idea that the winner of the bout would earn an opportunity to cash in for a championship match whenever and wherever they chose. Twenty Superstars have held the game-changing contract, and here are the full details on every cash-in.

Edge
 

Won: WrestleMania 21
Cash-in: Def. John Cena, New Year’s Revolution 2006 
Title captured: WWE Championship
280 days

Edge won the inaugural Money in the Bank Ladder Match at WrestleMania 21. The Rated-R Superstar waited 280 days before cashing in on John Cena when The Leader of the Cenation retained the WWE Title after a grueling Elimination Chamber Match at New Year’s Revolution 2006. Edge captured his first World Championship, earning the nickname The Ultimate Opportunist.

Rob Van Dam
 

Won: WrestleMania 22
Cash-in: Def. John Cena, ECW One Night Stand 2006
Title captured: WWE Championship
70 days

Rob Van Dam announced his cash-in ahead of time, demanding a WWE Championship Match against John Cena at ECW One Night Stand 2006. Thanks to home-field advantage plus assists from Edge and Paul Heyman, RVD defeated Cena inside Hammerstein Ballroom.

Mr. Kennedy
 

Won: WrestleMania 23
Cash-in: Lost contract to Edge, Raw, May 7, 2007
Title captured: None
36 days

After capturing the contract at WrestleMania 23, Mr. Kennedy planned to cash in his contract at WrestleMania 24, but one month later, Edge goaded Kennedy into defending it on Raw. An ambush before the bell allowed The Ultimate Opportunist to make quick work of Kennedy and take the contract. Kennedy is the only contract holder to never cash in.

Edge
 

Won: Def. Mr. Kennedy: Raw, May 7, 2007
Cash-in: Def. The Undertaker, SmackDown, May 11, 2007
Title captured: World Heavyweight Championship
4 days

World Heavyweight Champion The Undertaker survived a Steel Cage Match against Batista and a post-match assault from Mark Henry, but he couldn’t withstand the newly crowned Mr. Money in the Bank, Edge. The Rated-R Superstar became the first Superstar to use the contract to defeat a champion on a different brand.

CM Punk
 

Won: WrestleMania XXIV
Cash-in: Def. Edge, Raw, June 30, 2008
Title captured: World Heavyweight Championship
92 days

A beatdown by Batista left World Heavyweight Champion Edge reeling, allowing CM Punk to connect with the Go to Sleep for his first World Championship victory.

CM Punk
 

Won: The 25th Anniversary of WrestleMania
Cash-in: Def. Jeff Hardy, WWE Extreme Rules 2009
Title captured: World Heavyweight Championship
63 days

CM Punk became the second Superstar to hold the contract twice, but his victory at The 25th Anniversary of WrestleMania made him the first and only Superstar to win multiple Money in the Bank Ladder Matches.

Jack Swagger
 

Won: WrestleMania XXVI
Cash-in: Def. Chris Jericho, SmackDown, April 2, 2010
Title captured: World Heavyweight Championship
5 days

Jack Swagger shocked the world at WrestleMania XXVI when he knocked Christian off the ladder to win the contract. Days later, Swagger quickly laid out World Heavyweight Champion Chris Jericho with a Gutwrench Powerbomb to become the new champion. 

Kane
 

Won: Money in the Bank 2010 
Cash-in: Def. Rey Mysterio, Money in the Bank 2010
Title captured: World Heavyweight Championship
<1 day

Kane won the World Heavyweight Championship Money in the Bank contract in the first match of the night. Then, less than an hour later, The Devil’s Favorite Demon quickly overpowered Rey Mysterio to win the World Heavyweight Championship.

The Miz
 

Won: Money in the Bank 2010
Cash-in: Def. Randy Orton, Raw, Nov. 22, 2010
Title captured: WWE Championship
127 days

Randy Orton was inches away from winning the WWE Championship Money in the Bank contract in 2010 until The Miz came out of nowhere to knock him down and secure the briefcase. Four months later on Raw, Miz cashed in and took the WWE Championship from Orton, who had successfully defended the title the night prior.

Daniel Bryan
 

Won: Money in the Bank 2011
Cash-in: Def. Big Show, WWE Tables, Ladders & Chairs 2011
Title captured: World Heavyweight Championship
154 days

After a grueling match, Daniel Bryan stunned the WWE Universe by kicking Wade Barrett off the ladder to bring down the SmackDown Money in the Bank briefcase. After Mark Henry lost the World Heavyweight Title to Big Show at WWE TLC 2011 and laid out the new titleholder after the bout, Bryan rushed to ring to pin The World’s Largest Athlete, kick-starting The “Yes!” Movement.

Alberto Del Rio
 

Won: Money in the Bank 2011
Cash-in: Def. CM Punk, SummerSlam 2011
Title captured: WWE Championship
28 days

With Alberto Del Rio and Rey Mysterio the only men left standing, Del Rio resorted to an underhanded tactic of unmasking Mysterio to win the Raw Money in the Bank contract. But his cash-in at SummerSlam came with plenty of controversy. CM Punk defeated John Cena to become the sole WWE Champion, and then he was promptly laid out by Kevin Nash. Del Rio seized this opening to win his first WWE Championship.

Dolph Ziggler

Won: Money in the Bank 2012
Cash-in: Def. Alberto Del Rio, Raw, April 8, 2013
Title captured: World Heavyweight Championship
267 days

Dolph Ziggler is remembered as a fighting Mr. Money in the Bank, putting the contract on the line multiple times against Chris Jericho and John Cena before kicking Vickie Guerrero to the curb and aligning with AJ Lee — and later — Big E. Finally, on the raucous Raw after WrestleMania 29, Ziggler saw his opening and cashed in on an injured Alberto Del Rio to capture his first world title. 

John Cena
 

Won: Money in the Bank 2012
Cash-in: Won by disqualification against CM Punk, Raw 1000, July 23, 2012
Title captured: None
8 days

John Cena dented the sparkling red briefcase over Big Show’s face to win the Money in the Bank contract, but The World’s Largest Athlete paid him back in short order. Cena announced his cash-in ahead of Raw 1000, but interference from Big Show cost Cena the bout, making him the first Superstar to fail in his cash-in.

Damien Sandow

Won: Money in the Bank 2013
Cash-in: Lost to John Cena, Raw, Oct. 28. 2013
Title captured: None
106 days

There are no friends in a Money in the Bank Ladder Match, as proven in 2013 when Damien Sandow snatched victory from his supposed best friend, Cody Rhodes. However, Rhodes got even by throwing the briefcase into the Gulf of Mexico. Things only got worse for Sandow, who failed in his cash-in attempt, losing to an injured John Cena on the Raw after WWE Hell in a Cell.

Randy Orton
 

Won: Money in the Bank 2013
Cash-in: Def. Daniel Bryan, SummerSlam 2013
Title captured: WWE Championship
35 days

In a match nicknamed “Money in the Bank All-Stars,” Randy Orton RKO’d his way to a contract victory. When Daniel Bryan claimed the WWE Title at SummerSlam, a surprise Pedigree from special guest referee Triple H gave Orton the opening to cash in, snare the title and align with The Authority.

Seth Rollins
 

Won: Money in the Bank 2014
Cash-in: Def. Roman Reigns and Brock Lesnar, WrestleMania 31
Title captured: WWE Championship
273 days

Dean Ambrose had his fingertips on the briefcase, but Seth Rollins’ Authority ally Kane interfered, enabling The Architect to steal the victory. Rollins held the contract for nine months before successfully cashing in and pinning The Big Dog during the main event of WrestleMania 31 between Brock Lesnar and Roman Reigns.

Sheamus

Won: Money in the Bank 2015
Cash-in: Def. Roman Reigns, Survivor Series 2015
Title captured: WWE Championship
161 days

Roman Reigns was on the verge of winning the contract, but Bray Wyatt arrived to cost The Big Dog the match, giving Sheamus the opportunity to take the briefcase. Reigns recovered at Survivor Series to win the vacated WWE Championship, but a post-match ambush from The Celtic Warrior ended the reign in only 5:15 — a point that Sheamus boasted incessantly.

Dean Ambrose
 

Won: Money in the Bank 2016
Cash-in: Def. Seth Rollins, Money in the Bank 2016
Title captured: WWE Championship
<1 day

The Lunatic Fringe wasted little time in cashing in. Not long after Seth Rollins defeated Roman Reigns to become WWE Champion in the main event, Ambrose smashed the briefcase into The Architect’s face to capture the title.

Baron Corbin
 

Won: Money in the Bank 2017
Cash-in: Lost to Jinder Mahal, SmackDown LIVE, Aug. 15, 2017
Title captured: None
57 days

As AJ Styles and Shinsuke Nakamura traded blows at the top of the ladder, Baron Corbin saw his opening and pushed them both off the rungs before ascending to become Mr. Money in the Bank. Unfortunately for The Lone Wolf, a distraction from John Cena during his cash-in made Corbin the fourth Superstar to not convert the contract into the title, joining Mr. Kennedy, Damien Sandow and Cena himself.

Carmella

Won: SmackDown LIVE, June 27, 2017
Cash-in: Def. Charlotte Flair, SmackDown LIVE, April 10, 2018
Title captured: SmackDown Women’s Championship
287 days

Two nights after Carmella won the first Women’s Money in the Bank Ladder Match in controversial fashion, SmackDown General Manager Daniel Bryan reversed the decision and scheduled a second Women’s Money in the Bank Ladder Match. But in the rematch, Becky Lynch became too focused on James Ellsworth, allowing Carmella to pelt her repeatedly with a chair and win the contract. The Princess of Staten Island held the contract for a record-breaking 287 days before she pounced on Charlotte Flair following an attack from The IIconics.

Alexa Bliss

Won: WWE Money in the Bank 2018
Cash-in: Def. Nia Jax, WWE Money in the Bank 2018
Title captured: Raw Women’s Championship
<1 day

Two hours after Alexa Bliss prevailed in an 8-Superstar Money in the Bank Ladder Match, The Goddess boldly ambushed Ronda Rousey during her match against Raw Women’s Champion Nia Jax, ending the bout with a disqualification. With Rousey out of the picture and Jax reeling, Bliss cashed in on The Irresistible Force to capture her fifth Women’s Championship.

Braun Strowman

Won: WWE Money in the Bank 2018
Cash-in: No Contest vs. Roman Reigns, WWE Hell in a Cell 2018
Title captured: None
91 days

Braun Strowman became the third Superstar to announce his intentions to cash in the Money in the Bank contract ahead of time, demanding a Hell in a Cell Match against longtime rival Roman Reigns. He became the first Superstar to cash in under the Cell stipulation, but the match ended in a No Contest when Brock Lesnar interrupted and took out both competitors.

Bayley

Won: WWE Money in the Bank 2019
Cash-in: Def. Charlotte Flair, WWE Money in the Bank 2019
Title captured: SmackDown Women's Championship
<1 day

Bayley became the fourth Superstar to cash in on the same night she won the contract — joining Kane, Dean Ambrose and Alexa Bliss — defeating Charlotte Flair for the SmackDown Women’s Championship immediately after The Queen’s win against Becky Lynch. The victory made Bayley the first Superstar to capture the NXT, Raw and SmackDown Women’s Championships and the WWE Women’s Tag Team Championship.

Brock Lesnar

Won: WWE Money in the Bank 2019
Cash-in: Def. Seth Rollins, Extreme Rules 2019
Title captured: Universal Championship
56 days

Brock Lesnar was a surprise participant in the Money on the Bank Ladder Match, but he took home the contract and used it to dethrone Seth Rollins to capture his third Universal Championship.