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The Money in the Bank matches are some of the most exciting matches in all of WWE, and the Money in the Bank cash-ins are even more exciting at times.
The Money in the Bank allows WWE Superstars to cash-in their briefcase for a title match against any world champion, and every Superstar hopes to hold the briefcase one day.
There have been no less than 25 Money in the Bank briefcase winners thus far (21 men and 4 women). The men have had eight out of ten successful cash-ins for the WWE Championship and seven out of eight successful cash-ins for the WWE World Heavyweight Championship.
Over the years, a few of the Money in the Bank briefcase winners have shared interesting stories regarding their cash-in attempts, allowing fans an insight on what goes on behind the scenes to make the magic happen.
In this article, we will look at five WWE Superstars who’ve shared interesting details regarding their Money in the Bank cash-ins.
#5 Baron Corbin (WWE Money in the Bank 2017 winner)
While Baron Corbin has only won a single title in his WWE career, he has won the Andre the Giant Memorial Battle Royal, Money in the Bank briefcase, and the King of the Ring Tournament.
Along with that, Corbin has also been trusted with some major matches and rivalries on WWE RAW and SmackDown which shows that the company has faith in him.
In 2017, Corbin became Mr. Money in the Bank and had the chance to win his first world title in the company. On an episode of WWE SmackDown, Corbin unsuccessfully cashed in his briefcase against Jinder Mahal.
Corbin was recently interviewed by All Things Wrestling Radio and he spoke about when he found out about the fact that he had to cash in his briefcase:
"It was kinda like an hour before [SmackDown Live]. We discussed, and then they made a decision that was gonna be the night. It didn't work out, but, yeah it was definitely about an hour before. I mean, it's the fun part of this business. You never know what your day is gonna hold. Some things could be very, very last minute. It could be at that very last second. So, it's pretty wild, and it keeps you on your toes. That's for sure."
Unlike a few other entries on the list, Corbin had very little time to prepare for his Money in the Bank cash-in. He was unfortunate in not being able to cash-in the briefcase successfully.
#4 Damien Sandow (WWE Money in the Bank 2013 winner)
A lot of people believe that Damien Sandow could have made it huge in WWE had he been booked properly. With his in-ring talent and mic work, few can doubt the fact that he had the potential to make it big.
In 2013, it seemed like Sandow was ready to get a massive push as he won the Money in the Bank briefcase. He cashed it in over 100 days later against John Cena, but fell prey to the Attitude Adjustment after a really good match that ended in an unsuccessful cash-in.
Sandow opened up about his Money on the Bank cash-in during the Why It Ended with Robbie E podcast.
“Was I completely happy? No, but it was how I was treated after that match that was like, ‘OK, really?’ Everyone is high fiving me and the next thing I know is I’m dressed up like an astronaut or Daniel Boone or something like that. Again, I had no choice but to do the best I could. You never really saw me able to have some of those kind of matches. That’s the role I was cast in. The WWE is not my sandbox. I don’t get to call the shots. It is what it is. I have absolutely no idea [what the reason was] and you know what? If I kind of pondered that, I would make myself crazy, so I just had to let it go. It is what it is.”
Sandow was not happy with his cash-in as he believed WWE could have done so much more with him and the opportunity at hand.
Kevin Eck, a former WWE writer, took to SportingNews.com to talk about what went wrong during Sandows’ rise and fall when he held the Money in the Bank briefcase.
“After winning the MITB ladder match, Sandow began losing a lot more matches than he was winning. McMahon explained at the time that the losses wouldn’t hurt Sandow because he still had the briefcase. However, one of McMahon’s favorite sayings is “perception becomes reality.” The perception was that Sandow wasn’t world champion material, and McMahon eventually saw him that way as well.”
“When discussing Sandow at a booking meeting a few months after the MITB pay-per-view, McMahon said, "I think we went with the wrong guy.” So, on an episode of “Raw” that October, Sandow attacked then-champion Cena and cashed in the contract, only to have a weakened Cena rally to win the match.”
Looks like WWE had the right intentions for Sandow early on, but their bookings made them lose faith in an extremely talented Superstar who was released from the company in May 2016.
#3 Dean Ambrose (WWE Money in the Bank 2016 winner)
While Seth Rollins and Roman Reigns were steam-rolling their way to the top of WWE, their Shield brother Dean Ambrose was trying to find his way to the top too.
In 2016, Ambrose won the Money in the Bank contract and held it for just 57 minutes before deciding to cash it in on Rollins later in the night. Rollins was fresh off a 26-minute contest against The Big Bog where he managed to retain his WWE World Heavyweight Championship.
Ambrose arrived right after Rollins’ victory, attacked him from behind with the briefcase, and hit him with the Dirty Deeds to win the match and the title in just nine seconds.
Talking to 98.5 The Sports Hub after the event, The Lunatic Fringe told the bizarre story of why he did not even wait an hour before cashing in:
“Here’s the thing: I’m prone to losing things. I lose my keys and my sunglasses and my hat, I’ll lose my shoes. I lose everything. So the thought of carrying that briefcase around for a year, in the airport and going from hotel to hotel and building to building carrying around that ridiculous briefcase, I was like, ‘I’m gonna lose this thing. There’s no way I’m going to be able to keep track of this friggin thing for six months or a year, let’s just get to it tonight and let’s get this sucker out of my hands and get something else in my hands.'”
Ambrose now performs for All Elite Wrestling (AEW) as Jon Moxley, and his MITB and WWE World Heavyweight Championship victory on the same night in 2016 was one of the high points of his career.
#2 Edge (WWE Money in the Bank 2005 winner)
Edge won the Money in the Bank briefcase in 2005 at WrestleMania 21 and held the briefcase close to his heart.
At New Year’s Revolution 2006, John Cena successfully defended his WWE Championship against Carlito, Chris Masters, Shawn Michaels, Kane, and Kurt Angle in an Elimination Chamber match.
Cena was visibly tired after the near 30-minute match, and that’s when The Rated-R Superstar struck and cashed in his briefcase, delivering two Spears to Cena to become the WWE Champion.
The Rated-R Superstar later revealed that he had told Vince McMahon that he wanted to cash in his briefcase at a time when the Champion was at his worst so that he could draw more heat towards himself as a heel.
Edge revealed the following during a talk on his own podcast:
“Prove me right, prove me right because he was the only one that was in my corner. Everybody else either thought it was too soon, after 9 years with the company [laughs]. Or didn’t think it was going to work or whatever”
This was the first-ever Money in the Bank cash-in, and Edge picked the perfect time to cash-in his contract.
#1 Seth Rollins (WWE Money in the Bank 2014 winner)
Seth Rollins pulled off the “Heist of the Century” when he became the first man to cash-in the WWE Money in the Bank contract during the main event of WrestleMania 31.
As Brock Lesnar and Roman Reigns competed for the WWE Championship during the main event, no one was ready for Mr. Money in the Bank, Seth Rollins, to run out to the middle and cash-in his briefcase mid-match to become the new WWE Champion.
Rollins recently opened up about the heist he pulled off at WrestleMania 31 during a conversation with WWE India.
"The idea came to me probably a few months before WrestleMania, at the Royal Rumble is when I really started to think about it. Because once you win the Money In The Bank briefcase, you start to look at the landscape and when the possibility of cashing-in may occur. I remember that Brock Lesnar was the champion at the time and cashing-in at Brock Lesnar when he was healthy and well and standing on his two feet was not a good idea. The thought came into my head when I watched Roman Reigns won the Royal Rumble and I planted the seeds and they were watered and sown and the rest is history. That was one of my better ideas"
Rollins and the WWE creative team put a lot of thought into this cash-in, and they managed to pull it off perfectly, giving the WWE Universe a moment to remember.
