7. Vince McMahon winning the Royal Rumble 99′
During the height of the Vince McMahon and Stone Cold Steve Austin feud, the chairman of the board got in a WWE ring and put his money where his mouth is. Vince’s didn’t absorb punishment from any other man on the roster except for Austin. Throughout the majority of the match, McMahon hid, and it wasn’t until Austin made a move for him that he seemed to be in for a massive beating. In the end, Vince McMahon stood atop of his entire roster in the match up. This move certainly showed how times had changed between when Vince’s father ran the business and now. If you would have said beforehand that the owner would win the WWE Royal Rumble, no one would have believed you. McMahon’s win certainly caught a number of fans by surprise, as it couldn’t have been predicted by even the wisest of wrestling analysts.
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