#3 When he had his head shaved by Donald Trump and Stone Cold
Judging from the amount of bigotry and venom that’s been spewed by him this year, it’s more than safe to assume that (shudder) President-Elect Donald Trump has an acid tongue. Well, Vince McMahon not only felt the brunt of The Donald’s tongue but also had a firsthand experience of what his hands are capable of.
The infamous incident went down at WrestleMania 23 back in 2007, which is also one of the highest grossing Wrestlemania’s in history. It all started when Trump and McMahon started feuding back in January 2007, with their feud taking a spot as one of the main events of Wrestlemania 23.
Trump and McMahon had chosen Bobby Lashley and Umaga to represent them respectively, with the catch being that the loser would have to have his head shaved bald. Of course, Umaga lost soundly, resulting in Trump and Lashley mercilessly shaving McMahon’s head, despite the CEO protesting loudly.
Once again, McMahon’s humiliation levels hit the ceiling after Stone Cold stepped in to help, emotionally scarring his boss for life.