#2. Best - Mr. McMahon
It's crazy to think that one of Vince McMahon's greatest character creations is none but himself. The Mr. McMahon character was extremely important for the time and was one of the major catalysts and parts of the Attitude Era.
It all started with the Montreal Screwjob, an incident which essentially outed Vince McMahon as the owner of the company (he had previously taken multiple on-screen roles). After Bret Hart left for WCW, McMahon decided to exploit the situation and turn himself into the biggest heel in the business.
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And that's exactly what happened. The evil Mr. McMahon's character would be a defining part of the Attitude Era and perhaps the biggest character responsible for the rise of "Stone Cold" Steve Austin. Their rivalry was absolute money and it showed in the ratings, attendance, reactions and even merchandise sales.
The best part about the character was that the sole objective was to put over other superstars. And that's exactly what happened.