Vince McMahon is the owner of WWE, and because of that, it is in his best interest to promote and help other people. Pushing the talent to the top is something that he needs to do to make the fans buy into them as stars. However, over the years he has decided to mock and humiliate people.
It's something that has created some awkward moments that have hurt certain wrestlers over the years. It has never made much sense for the WWE Chairman to humiliate the wrestlers, which is why so many of these moments have ended up being forgotten.
10 William Regal
William Regal has always been a top-tier talent, and he could be a menacing heel when needed. However, he has also been left to play the comedic fool at points, and Vince McMahon has had no issues in humiliating him when needed.
That was clear during the kiss my ass club segments when Vince decided to have Regal pucker up. It's a moment from his legendary career that people have forgotten about, but it didn't leave Regal looking good at the end of it.
9 Vince McMahon Whips Hornswoggle
The storyline between Vince McMahon and Hornswoggle was done to build the latter while humiliating the WWE Chairman. While that did happen, there was also one distinct moment when it was Hornswoggle that was left to look silly.
This took place inside the steel cage when Vince ended up destroying Hornswoggle throughout the match. He would take off his belt and whip him at points, and there was only Hornswoggle left looking foolish here.
8 Jim Ross
Jim Ross has been mocked several times by Vince McMahon, but one particular moment fans forget is after JR's surgery. He was ruled out and had to get a legitimate surgery due to a health issue, which led to fans rallying around him.
However, Vince McMahon didn't join them. Instead, he created a segment that saw him humiliate and mock the popular commentator. He pretended to be a doctor pulling different things out of JR, which wasn't something that anybody enjoyed watching.
7 John Laurinaitis
Another talent who Vince McMahon worked with behind the scenes and on-screen was John Laurinaitis. He got the chance to work as a top heel for a while, which is a role that audiences hated. However, it was brought to and by Vince McMahon, who looked to humiliate him.
With John Cena set to launch John through the announce table, Vince took the time to inform Laurinaitis that he was being fired. It's something fans loved at the time, but it isn't an overly memorable moment.
6 Rob Conway
Rob Conway is not a talent that fans particularly remember, which is why Vince McMahon's humiliation isn't something that gets discussed a lot. However, he was also fired on air by the WWE Chairman, which was a low point for him.
This came after Conway stated he would quit if he lost a match against Jeff Hardy. Of course, that happened, but Vince didn't want him to quit. Instead, he rubbed salt in the wounds and decided to fire.
5 Ric Flair
Because Ric Flair has had one of the greatest wrestling careers of all time, a lot of fans forget the fact that he too has been humiliated by Vince McMahon. It proves that nobody is off-limits in this situation, with Vince happily mocking anybody.
This time, he did mock the Nature Boy. Vince decided to dress up as Flair and impersonate him, however, that wasn't the worst part. The WWE Chairman then beat up Ric in this situation, despite the fact one is a full-time wrestler and the other is not.
4 Roman Reigns
Roman Reigns might be one of the top talents in the company, but that didn't stop Vince McMahon from humiliating him as well. He is someone that Vince should always be building up as much as possible, but during Roman's feud with Sheamus that wasn't the case.
During one segment between the boss and Roman, Vince ended up nailing him with a low blow. This left Reigns kneeling in pain while Mr. McMahon stood tall, which was a strange situation to take place.
3 Triple H
Not only is Triple H one of WWE's biggest ever stars, but he is also his son-in-law. However, that doesn't mean he's safe from humiliation by Vince McMahon, not even on his 25th-anniversary celebration. WWE had a segment on SmackDown with Triple H and Shawn Michaels which was an awkward one.
With no fans due to the pandemic, this one wasn't quite working, and Vince let them know. He appeared to end the segment, and while he put Triple H over for a moment, he then opted to tell him the segment sucked as he shut down the lights.
2 Zach Gowen
Zach Gowen was put through his paces during his stint with WWE. From being brutally destroyed by Brock Lesnar to his interactions with Vince McMahon, he wasn't always booked in a good light. During one segment, he was left humiliated by his boss after an arm-wrestling contest.
The two went into competition on this, but despite Gowen almost winning, Vince kicked away at his leg to earn a victory. To add to the situation, he then decided to call him a freak, which didn't make him seem like a top star.
1 Bo Dallas & R-Truth
In 2015, Vince McMahon made his return to WWE on-screen. However, he opted to do that during an ongoing match between Bo Dallas and R-Truth as he just strutted out and acted like nothing was happening, which was disrespectful to the talent involved.
To add insult to injury for them, Vince just got in the ring and demanded that they left. It was a bizarre situation, and it made both wrestlers look ridiculous. It gave people no reason to care about either talent, and that is something that shouldn't happen.