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#5. Mr. Kennedy defeated The Undertaker on Smackdown in 2007
Mr. Kennedy had a strange time in WWE. Kennedy quickly got over with the fans and even scored a win over The Undertaker. His ring entrance became iconic as Kennedy would stroll out to the ring introducing himself twice in a manner that smelled of super-stardom. The success wasn’t meant to last, unfortunately.
Despite scoring a few wins over The Deadman during his Smackdown run in 2007, Kennedy became his own worst enemy. Shortly after their mini-feud, he captured the Money In The Bank briefcase at WrestleMania. Everything was going his way until a poorly timed wellness violation derailed his push.
Kennedy's briefcase subsequently shifted to Edge, who would cash in successfully on The Undertaker. This big win was meant to be Kennedy's. Fate clearly had other plans. After that he couldn't recapture the magic he debuted with.
