#3 "It was me all along, Austin!"
During the peak of the Attitude Era, WWE was firing on all cylinders. The Austin vs McMahon storyline had gotten the fans invested like never before. One storyline saw The Undertaker kidnap Stephanie and demand control of WWE in exchange for her.
Vince had the papers ready, but the Undertaker was nowhere to be seen. He came down to the ring with The Ministry of Darkness on an episode of Raw and began talking about a higher power, more powerful than him.
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In a ridiculously dark and disturbing segment, The Undertaker prepared to marry Stephanie McMahon, but Austin came out to save the day.
Later, the higher power was revealed to be Mr. McMahon himself, to the horror of the fans. It cemented the fact that Vince was ready to go to any length to put Austin down. This was a pivotal moment that made the fans genuinely hate Vince McMahon.
The fact that the boss was ready to put even his family on the line in order to achieve his objectives is something that was beyond anybody's imagination back in the day.
Vince scored on the heel tracker once again, cementing his position as one of WWE's greatest villains ever.