1: John Cena – WWE 1000th RAW
Oddly enough, the first to fail a Money in the Bank cash-in was WWE Champion John Cena himself. The Leader of the Cenation challenged then WWE Champion CM Punk on July 23rd, 2012 for a match (see the full match).
Cena won the match after Big Show deliberately broke up the disqualification and Cena had to forfeit. This was Cena’s first time failing to walk out with a championship since his first WWE win, making him just another one of those who recently cashed in their briefcase and didn’t walk out with the title.
When Punk refused to help Cena, he despite his reputation as a badass, got brutalized by The Rock and turned heel. Six months later in the Nov 2013 Payback pay-per-view, Punk battled the Great One and set up their main event that would last for years.
Vince McMahon, the owner of WWE and former professional wrestler, started this list. Vince and his organization are consistently unpredictable because they often change their business tactics and organizing strategies.
2: Damien Sandow – WWE RAW 2013
For a few years, WWE had two Money in the Bank briefcases. Unlike how it works now, though, there was just one that applied to both the men’s and women’s divisions. There was a briefcase for RAW (WWE Championship) and SmackDown (WWE World Heavyweight Championship).
At Money in the Bank 2013, Randy Orton won the case for RAW, while Damien Sandow outlasted Cesaro, Cody Rhodes, Jon Moxley, Fandango, Jake Hager, and Wade Barrett to win the blue case.
Following a feud against his former partner, Cody Rhodes, Damien Sandow tried to cash in on John Cena at WrestleMania XXX. The year revealed the consequences of these title matches.
Despite having an injured arm, John Cena was still ahead with his cash-in. Cena was the first to fail, but Sandow became the first one to lose their cash in an attempt.
3: Baron Corbin – WWE SmackDown 2017
John Cena has made history twice with cash-ins in 2017, and this was another example. In 2017, Baron Corbin captured the Money in the Bank briefcase, and being on the SmackDown brand, he was poised to cash in on WWE Champion Jinder Mahal.
The Maharaja Mackdaddy suffered a bad night on August 15th, 2017. He received a SummerSlam challenge from Shinsuke Nakamura and the Independence Day Championship Celebration he promoted was canceled.