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#4: Bret Hart
Bret Hart's return to WWE after the infamous Montreal Screwjob in 1997 was supposed to be a feel-good moment. Unfortunately for the Hitman, that wasn't the case, as Mr. McMahon attacked Hart on the first RAW of 2007. To add insult to injury, McMahon refused Hart's request for a title match. Inevitably, it was a cunningly devised plan that changed the Boss' mind.
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Bret Hart appeared injured and concocted a story about being hit by a car. McMahon saw his chance to embarrass the former World Champion. Agreeing to the match, McMahon and Hart signed the contracts on RAW, where the Canadian's true plan was revealed.
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Removing his cast, Hart revealed that the car accident had been set-up and threatened to sue the Chairman of the Board, if he didn't compete against him at WrestleMania 26. Faced with no alternative, McMahon met Bret at The Show of Shows. Hart brought a steel chair along and exacted his revenge twelve long years in the making.
