#1 Vince McMahon - 54 years
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Vince McMahon is primarily known for being the CEO and the evil heel during the Attitude Era, but many may not know that he also held the WWE Championship, briefly.
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The Chairman of the WWE won the Championship on the SmackDown that aired on September 16th in a match against Triple H. McMahon won thanks to an interference from Stone Cold, but he vacated the title on the next week's RAW.
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Edited by Rohit Nath