#1 Vince McMahon – 1999
It made sense this one, didn't it? No, it certainly didn't. While many people consider the rivalry between Stone Cold Steve Austin and the legendary figure of Mr McMahon the greatest of all-time, the biggest flaw in the rivalry came when McMahon's ego shone through, and he won the 1999 Royal Rumble.
Maybe the heat between the duo intensified, but the fact is, the victory for the boss only decreased the value of the event. McMahon, despite his best efforts is not a wrestler. And that only showed throughout the years.
The main event for McMahon's Rumble spot came next month at the St. Valentine's Day Massacre but why did they do that instead of building up the rivalry between The Rock and Austin further during that time?
It was a mistake from the WWE, and if only it weren’t for WCW's floundering management at the time, it could have proven costly.
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