#2 Kevin Greeno defeats Ted DiBiase
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The Million Dollar man may just be one of the greatest heels in WWE history.
Ted DiBiase Sr. was a major feature in WWE throughout the late '80s and early-to-mid '90s, and even won the WWE Championship (rather Andre The Giant handed it to him) fleetingly.
Is this man the funniest man in wrestling?
As you may recall from one of our previous slides, he was also one half of the very successful Money Inc. alongside IRS, the team who were WWE tag team champions multiple times.
The Million Dollar Man's most embarrassing WWE defeats
Just as IRS was the victim of an upset win by an enhancement talent, so too was DiBiase. Weeks after Razor Ramon was defeated by The Kid, DiBiase suffered the same fate, albeit with the help of The Bad Guy along the way.
However, that wasn't the only embarrassing defeat of DiBiase's career. Back in 1991, he was facing Kevin Greeno on a seemingly innocuous, run-of-the-mill WWE broadcast when his rival at the time, Virgil, came to the ring to provide the distraction. It worked too - much to his chagrin, DiBiase lost all sense of concentration with Virgil and ringside and was counted out.
It was a rare, fleeting moment of success for Greeno in WWE, who otherwise worked a fairly ordinary career.