#1 Mr. Kennedy (2007)
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While he won the Money in the Bank briefcase at WrestleMania 23, Mr. Kennedy did not actually cash it in. And since he did not win a world championship with the contract, he makes his way onto this list.
The real-life Ken Anderson was supposed to win the World Heavyweight Championship in May 2007, with The Undertaker getting injured. However, Kennedy suffered an injury of his own and was feared to be out for five to seven months.
As a result, WWE booked him to lose the briefcase to Edge, who would defeat Undertaker for the big gold belt. It turned out that Kennedy's injury was misdiagnosed and he returned shortly later, meaning it was unnecessary to take the briefcase off him.
Mr. Kennedy seemed to get another opportunity later in 2007, this time as Vince McMahon's illegitimate son. However, those plans got thrown out as he was suspended for 30 days. After that, Kennedy's WWE career did not exactly go to plan.
He was released in 2009 after being deemed unsafe by top stars Randy Orton and John Cena. After that, Ken Anderson joined TNA and spent around six years there.
In 2016, he founded The Academy: School of Professional Wrestling, along with fellow WWE alum Shawn Daivari. Anderson, like Damien Sandow, is currently signed to NWA.
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