19. Baron Corbin – SmackdownLive – 2017

It’s a shame that the bottom of this list is occupied with a superstar with such potential. Much of his luster diminished when he failed to cash in on Jinder Mahal. John Cena was able to distract the Lone Wolf, assisting in Mahal retaining the championship. Since then Corbin hasn’t been able to pick up the same momentum. Many predicted Corbin to win the WWE Championship in 2017, but it just wasn’t meant to be. Hopfully he can get back on track on RAW, but that doesn’t look to be going well so far.

18. Damien Sandow – RAW 2013

While his stint as the Miz’s stunt double may be the most remembered part of Sandow’s career, he was a carrier of the Money in the Bank contract. What makes this so forgettable is that Sandow was unsuccessful in his cash in attempt. John Cena, who has earned a reputation for being involved in every failed cash in, had become World Heavyweight Champion from out of nowhere, and was in the sights of Sandown. Unfortunately, despite a great showing, the Intellectual Savior of the Masses was unable to win the gold. It wouldn’t be long before Sandow found himself becoming a comedy character for the undercard. And we all know how that ended up.

17. John Cena – RAW 1000 – 2012

In a surprising turn of events, the face of the company at the time was the first man to fail at cashing in the Money in the Bank contract. Going in it seemed Cena would take the WWE Championship from Punk to end RAW 1000 on a title change. Big Show interfering cost Cena the match it what is surprisingly the only cash in to end in a disqualification. There’s not much to say about this other than it’s the first ever failed cash in, and that’s one of if not it’s only redeeming factors.

16. Jack Swagger – RAW 2010

Jack Swagger could have been another career made by the Money in the Bank contract. Unfortunately, his title run was very lackluster, and the rest of is career never recovered, despite attempts by WWE. Like most cash ins Swagger’s was shocking a memorable. Taking the World Heavyweight Championship from Chris Jericho should have made Swagger a star, and it did for a short while, but the All American American would sadly never see those heights again.

15. Alberto Del Rio – Summerslam – 2011

When talking about the greatest debut years in WWE history, it would be hard to not bring Alberto Del Rio into the conversation. Not only was he the winner of the largest Royal Rumble (at the time), but he also won the Money in the Bank contract in record time since his debut. While this did solidify Del Rio’s in the main event, his cash in did do away with the “Summer of Punk” that the WWE fans were so eager to witness. If it weren’t for this (or the sudden interjection of Kevin Nash) this may be looked back upon more fondly.

14. Sheamus – Survivor Series – 2015

Sheamus may be the most underrated talent under the WWE umbrella. While he has been world champion multiple times, he has never seemed to make that connection to the fans, thus making him feel like he never clicked as a top guy. Come 2015 Money in the Bank, and having Sheamus win the briefcase was a breath of fresh air as Roman Reigns had been heavily rumored to become Mr. Money in the Bank. Sheamus even cashed in on Reigns to rip the WWE Championship from the Big Dog. However,  Sheamus felt like nothing more than a paper champion. His was able to have a few solid contests with Reigns but the inclusion of the League of Nations is definantly not the highlight of his career. This is one where you can look at the glass half full, but with Roman Reigns in the picture, a lot of people will look at it as half empty.

13. Carmella – SmackdownLive – 2018

Since Carmella is still in her SmackdownLive Women’s Championship reign, it is hard to tell how meaningful her cash in will be. Time will tell us if the first Ms. Money in the Bank will be remembered as such. The cash in itself has gone through its fair share of criticism as Charlotte had defeated Asuka two nights prior at WrestleMania 34. But it was also nice to see the title scene mixed up. She may be placed higher or lower on such lists in the future, until then, you can take it or leave it.

12. The Miz – RAW – 2010

The Miz was such a divisive topic back in 2010 that it’s hard to believe he’s one of the best characters on WWE television today. The Money in the Bank contract was made for someone like the Miz. It not only launched him to the main event but it complemented is character. His title reign following was mixed at best, and some fans debate on weather he was worthy of the main event of WrestleMania at the time. But even if the cash in wasn’t the best, it paved the way to the Miz we see today.

11. CM Punk – RAW – 2008

Despite his popularity, Punk’s first Money in the Bank win seemed a tad premature. Edge being on the receiving end of a cash in was a sight to behold, but other than that, there was nothing special about this. The following reign was disappointing at best. Luckily for Punk, he would have another crack at the briefcase. But for the time, Punk fans were just happy he got a run with a top championship.

10. Kane – Money in the Bank – 2010

Kane currently possesses the shortest stint with the Money in the Bank briefcase, cashing in on the same night he won it. It is one of the reasons Kane isn’t remembered much when Money in the bank winners are brought up. But he isn’t the most forgettable either. One of the main complaints for Kane winning was that he won over a lot of young talent that could have made their career cashing in. However, this would turn out to be Kane’s last run on top, and with his career coming to a close, it was nice to see The Devil’s Favorite Demon stand at the top one more time.

9. Edge – Smackdown – 2007

The cash in is one of the most remembered for the sole fact Edge cashed in on the Undertaker. Other than that, this was largely forgettable. Edge didn’t even win the briefcase at first, winning from then Mr. Money in the Bank, Mr. Kennedy. Of course, it couldn’t compare to his first cash in, but the way he changed up the landscape is certainly a reason to remember this one. It only added to the name Ultimate Opportunist.

8. Randy Orton – Summerslam – 2013

When Randy Orton won Money in the Bank, a lot of fans were disappointed. The Money in the Bank had been used as a platform to launch mid-card superstars to the top, so when multi-time world champion Orton unhooked the case, there was some backlash. But the eventual result was better than we could have ever imagined. His cash in on Daniel Bryan was heartbreaking, and set the ground work for Bryan reaching the panicle at WrestleMania 30. While this didn’t immediately make a star, it ultimately paved Daniel Bryan’s road to being the biggest face of this generation. Speaking of Daniel Bryan…

7. Daniel Bryan – TLC – 2011

The thing that separates Bryan from a lot of people on this list is that his Money in the Bank cash in was not the highlight of his career. That’s not to say his cash in was bad, it just can’t compare to his Yes Movement. Nonetheless, if Orton’s cash in ignited the Yes Movement, this is where the firewood was stacked. Bryan had actually cashed in before, but the result had been reversed due to Teddy Long stating Mark Henry was not cleared to compete.  That only prolonged the inevitable, as Bryan would cash in on the Big Show at TLC. A great moment for Daniel Bryan early in his WWE career. Proving that he was a main player before he was B+.

6. Dean Ambrose – Money in the Bank – 2016

Money in the Bank 2016 will forever be the night where all three members of the Shield held the WWE Championship. And that’s one of the main reasons this cash in ranks so high. Ambrose did deserve the win, and cashing in on Rollins was nothing short of poetic. The reign that followed however didn’t live up to the hype. A fine yet disappointing Shield triple threat didn’t kick off Dean’s reign in the best way and a lackluster feud with Ziggler over the prize wasn’t a great showing for the WWE title going into the brand split. It is still a great moment for Ambrose and Money in the Bank, even if Rollins defeating Reigns was much more shocking than the cash in.

5. CM Punk – Extreme Rules 2009

I’m not the biggest CM Punk fan, but I won’t deny how great this cash in was. With Jeff Hardy finally capturing the World Heavyweight Championship, Punk decided to rip it right from his hand, and claim his spot on top of the mountain. This would lead to one of the best feuds of the PG Era between Hardy and himself, and proved that Punk was a star before his pipe bomb.

4. Rob Van Dam – ECW One Night Stand – 2006

Despite his reign being cut short due to real life interferences, RVD’s Money in the Bank cash in will live forever was one of the best. The boisterous crowd is remembered as one of the best in WWE history (though it was technically an ECW crowd) and it gave the match an extra few layers. RVD’s victory over the Leader of the Cenation was not only a defining moment for Mr. Monday Night, but fit was a last hurray for ECW.

3. Dolph Ziggler – RAW – 2013

This would be second if Ziggler’s reign had more impact, alas, it will have to settle for third. Nonetheless, the cash in in question is one of the most memorable moment in modern WWE. The RAW after WrestleMania had been gaining a reputation for big moments, but this is where it was perfected. With World Heavyweight Champion Alberto Del Rio prone after a vicious attack by Jack Swagger, Dolph cashed in with the support of nearly every fan in the arena and watching from home. It was a feel good moment for such an underrated talent. Unfortunately, Ziggler has yet to reach that level since then, but if this turns out to be the peak of his career, it’s not a bad peak to have.

2. Edge – New Years Revolution – 2006

The greatest concepts of WWE always have an amazing first showing. Hell in a Cell, Elimination Chamber, TLC. The Money in the Bank cash in is no different. We witnessed history as Edge cashed in his contract on a prone John Cena who had gone through a brutal Elimination Chamber match before Mr. McMahon came out to announce the cash in himself. Edge’s victory would go on to become a measuring stick for cash ins going foreword. Not to mention the subsequent reign defined the final moments of the Ruthless Aggression Era. The first Money in the Bank cash in not only solidified Edge’s career, but the Money in the Bank itself.

1. Seth Rollins – WrestleMania 31 – 2015

It’s nearly set in stone at this point that Seth Rollins possesses the greatest cash in of all time. Cashing in in the main event of WrestleMania is the perfect time to make your mark, and it’s a wonder why nobody has done it before. As Roman Reigns was getting ready to overthrown Lesnar to become “The Guy,” the majority of fans were voicing their displeasure of the whole concept. The build to their match was not well received, and there was little interest going in. The two put on a decent main event, but their was still one lingering problem of who was walking out with the WWE Championship. With both men down, Seth Rollin’s hit the PA system and the Levi’s Stadium erupted.