What's the most evil "Mr. McMahon" has ever been?

[Arrogance.]

so Brodus Clay and God have had the same entrance music

 

[The Great One]

so Brodus Clay and God have had the same entrance music

Don't forget Tensai and the Funkadactyls

 

[trick]

In 2003, he got pretty deplorable.

• He started off the year by, for some reason, going after Hulk Hogan and wanting to kill Hulkamania. It was all about the trials and things that took place 20 years before, but Vince must have forgot that HE HIRED HOGAN just the previous year. This culminated in a contract signing for a match at Mania where Vince assaulted Hogan with a chair and then stabbed him with a pen. After losing his match with Hogan, Vince fired him anyway.
• He then, for some reason, went after Zach Gowen next, making numerous references and jokes about Zach's battle with cancer that caused him to lose his leg.
• Then, he decided he did not want Kurt Angle as champion anymore and decided to screw him out the title making Kurt compete despite the fact that his sister had just died.
• Then, he went after his daughter, Stephanie. Over the weeks leading to his match, he made out with Sable infront of Steph and Linda, admitted that he sent Stephanie to clients for sexual favors, and then choked her out in an I Quit Match. Afterwards, he potato'd his wife and made out with Sable again.
• He decided that he didn't want The Undertaker as champion either and started finding ways to screw him out of the title.In the events leading up to their match (see video posted by @LordEssdot), Vince talked about having terrorists blow up Taker's home, having his wife raped by a motorcycle gang, and having his kids kidnapped. At the PPV, he buried The Undertaker and when Taker returned, he was the Dead Man again.
• And to top the year off, he kicked Ernest Miller in the nuts after having a dance off.

After that, he spent 2004 and 2005 making sparse appearances, and I was glad too, because I was tired of seeing him on TV.

holy shyt i'm glad i missed that entire 2003-2010 period, that sounds dark as hell

 

[Rarely-Wrong Liggins]

Some demonic Titantrons too. That No Chance in Hell song is like 15 years old too. Crazy.

 

[OmegaK2099]

 

[OmegaK2099]

The time he stabbed hulk hogan over and over in the head with a pen so he could sign the contract to their match in blood, thats some HBO Game of Thrones shyt right there, censors were probably like

 

[WOAHMYGOODNESS]

he made childhood heros and main event talent that drew millions and made millions literally kiss his pale ass on live television with their kids watching

plus he made his company performa an entrance for god after declaring himself a real god

 

[robb]

yesterday may be a candidate..to how evil this dude is..........
JTG

 

[OmegaK2099]

in all honesty JTG shoulda left on his own a long time ago, if he wanted to be in the mid card semi main event scene like big e, hed have went from japan then promotion to promotion till he got better, but thats kind of what happened with d lo brown, I think JTG just wanted to prove his loyalty

 

[Pinyapplesuckas]

link please im dying

 

[reserved_one]

Looking back now...Vince did alot of demonic shyt lol. Its amazing to see how much he along other superstars got away with during the attitude era.Having his daughter kidnapped, cheating on his wife, fighting his son, making fools kiss his ass, claiming to be GOD himself

This always stuck with me though, because of how fukked up it was for JR...they didn't have to do that man like that lol

 

[mortuus est]

link please im dying

 

[Rarely-Wrong Liggins]

Looking back now...Vince did alot of demonic shyt lol. Its amazing to see how much he along other superstars got away with during the attitude era.Having his daughter kidnapped, cheating on his wife, fighting his son, making fools kiss his ass, claiming to be GOD himself

This always stuck with me though, because of how fukked up it was for JR...they didn't have to do that man like that lol

One of my favorite heel turns of all time.

ARE YOU BETTER THAN MEEEEEEEEEEE?!

 

[Nintendough]

 

[The Great One]

Looking back now...Vince did alot of demonic shyt lol. Its amazing to see how much he along other superstars got away with during the attitude era.Having his daughter kidnapped, cheating on his wife, fighting his son, making fools kiss his ass, claiming to be GOD himself

This always stuck with me though, because of how fukked up it was for JR...they didn't have to do that man like that lol

So I haven't seen that in the longest and just watched it again lol.

I was at:

I knew Undertaker was going to make him do it, but when he punched him, it literally shocked me all over again lol.

Then, they said it was in Oklahoma, and then Vince put on his hat and then Taker said "Pucker up bytch" lol.