#4 The Attitude Era (1997-2002): Vince McMahon
Vince McMahon, the chairman of WWE, is responsible for the creation of so many fantastic heels, but maybe there was not one he made better than himself. When McMahon decided to insert himself into his own storylines after the Montreal Screwjob in late 1997, we would have never guessed the greatness he was going to bring.
The fans despised him following the Screwjob, especially because McMahon refused to take responsibility for legitimately screwing Bret Hart out of the then WWF Title at Survivor Series 1997. So, Vince used this to create the 'Mr. McMahon' character, which was basically an exaggerated version of his real self.
Mr. McMahon would garner the boos and taunts from fans every week as he ruled over different WWE Superstars, bossing them about and trying to keep the WWF Champion as the person he wanted it to be.
This is where Stone Cold Steve Austin, the most popular WWE Superstar of all time, comes in. With Vince being this dastardly chief, he was the perfect person to get over anti-establishment rebel that was Austin.
McMahon, along with his two stooges, Pat Patterson and Gerald Briscoe, were great at being the butt of Austin's jokes, insults and beatings, whilst exacting his revenge by trying to prevent Stone Cold from winning the WWF Title.
Who can forget Austin attacking McMahon on Raw in a hospital, dressed as a nurse? Moments like this were so fantastically received by fans because they wanted to see McMahon get his backside handed to him because he was so evil and ruthless. This is what helped Austin become so well liked.
Together, the two made The Attitude Era the most entertaining WWE Era of all time, and helped the WWF best WCW in the TV ratings and beat them in the Monday Night Wars. McMahon's guts as Chairman is widely accepted as the reason for WWF -- as it was then known -- getting over the line, but I believe it was his guts on-screen which was the biggest contribution to his company.
McMahon's villainous character helped others like The Rock, DX and Mankind to become huge stars that are still cherished to this day.
Vince McMahon definitely was the best heel of the Attitude Era. And if you don't agree, well I have two words for you 'YOU'RE FIRED!'.