Top 50 Greatest Wrestling Heels of all time
Photo Credit: WWE
20. Shawn Michaels
The Heartbreak Kid has worked extended periods of his career as both a heel and a face, but his work as a villain was simply exceptional. During the 1990s, Michaels was a jerk both in and out of the ring, and he’d be the first person to admit it.
He turned on his friend and tag team partner, Marty Jannetty, when he superkicked him and threw him through a glass window in 1991 and gave us one of the most shocking heel turns in the history of WWE.
He helped plan and execute the Montreal Screwjob, the most controversial moment in the history of WWE, when he locked Bret Hart in his own move, the Sharpshooter, at Survivor Series in 1997 to steal the WWF Championship.
He turned heel for the first time since his return in 2002 when he superkicked his tag team partner, Hulk Hogan, on the July 4, 2005 episode of Raw. The match at SummerSlam between the two icons featured numerous oversells by Michaels, including one of the most hilarious ones you’ll ever see at the end of the match.
He has since made peace with Bret Hart and has become a man of faith, but Michaels’ persona in and out of the ring definitely earns him a spot on this list.
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