#1 Vince McMahon
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Once more, hindsight is a wonderful thing. Given that we now know the full extent of how large Vince McMahon’s ego is, it would have been foolish for anybody not to believe that he would eventually find a way to put the WWE title on himself. But, at the time, it just was not expected at all.
McMahon defeated Triple H for the WWE title on an episode of Smackdown in 1999, in a move that has gradually come to be seen as indicative of his general nature. He then vacated the title on the next episode of RAW, denying every member of the roster the opportunity to benefit from the rub that would come from defeating Vince McMahon for the WWE Title.
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Some people argue that Vince went a step further by placing the ECW title around his waist in 2006. Whilst never technically a top tier WWE title, as the ECW strap was always treated as a lower tier title, it nonetheless was incredibly surprising that McMahon actually had the guts to book himself to hold the same championship that the bloodthirsty likes of Tommy Dreamer, Sandman and Sabu have held.
Not many people would have ever imagined that McMahon would hold either one of the WWE or ECW titles, and he ended up holding both.
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