Vince McMahon has never been afraid of failure. He’s never shied away from making mistakes. He didn’t build the WWE into the huge international phenomenon it has become – one that broadcasts in 150 countries and over 30 languages - by resting on his laurels and maintaining the status quo. Vince McMahon had to take a lot of risks to get where he is as the chairman of wrestling’s top promotion. Many of those risks have paid off, but there have also been many risks that ultimately failed. Vince McMahon will have to live with the consequences of those failures.
Some of Vince McMahon’s failures have been small, like letting a bad gimmick go on for too long or passing on a superstar who would go on to have success elsewhere. Other times his actions, not only in the wrestling industry, but also in other business ventures and even in his personal life had more disastrous results. On a select few occasions, Vince McMahon’s actions even crossed the line.
All of the good and bad decisions Vince McMahon has made make up who he is, but some of his actions are harder for us to forgive than others. CM Punk once criticized Vince McMahon for being a millionaire who should be a billionaire and although he has regained his billionaire status, he could easily lose it again tomorrow with another bad decision. So long as his smart decisions outweigh the poor decisions, Vince probably doesn’t care too much about most of his failures or what anyone else thinks of them. However, that won’t keep his critics from harping on them for the rest of his life and there are a few that even the blusterous billionaire may have a hard time letting go of.
Here are the top 15 things Vince McMahon will never live down.
15 The WBF
In 1990 Vince McMahon attempted to venture outside of the wrestling industry by creating the World Bodybuilding Federation. The promotion featured stars with large, over the top characters cutting promos during the events, which went against McMahon’s claim that he would keep the world of bodybuilding separate from that of professional wrestling. The sport drew very little interest and received terrible reviews. One event was held in 1991 and another in 1992 - the latter of which had a total of just 3,000 par-per-view buys - before the company ceased operations.
14 Brawl for All
In 1998 the WWE came up with the idea to have a 16-man tournament featuring legitimate fights with 20 ounce gloves, dubbed the Brawl For All. Participation in the bouts was strictly voluntary and Steve “Dr. Death” Williams was picked as the company’s favorite to win, with the idea of setting up a match between Williams and Stone Cold Steve Austin. That plan went awry when Williams was knocked out by Bart Gunn in the tournament’s quarterfinals.
13 Losing $350 Million in One Day
In May of 2014 the WWE reached a new television agreement with NBCUniversal. The deal gave the WWE a 50% raise over their previous deal, but it had been expected that the deal would double or triple the size of the old one. As a result, the company’s share values dropped from $29.12 per share to $19.96 causing Vince McMahon to lose $350 million in a single day.
12 Linda McMahon's Senate Bids
Linda McMahon campaigned unsuccessfully in 2010 and again in 2012 to become a member of the United States Senate. Her husband’s wrestling background made her an easy target for her opposition who often cited many of the numerous deplorable storylines in the WWE’s history as proof that she was not suited for the position. The WWE attempted to clean up their image by going PG and becoming a more family oriented product, much to the chagrin of long time wrestling fans who viewed it simply as a transparent ploy to garner votes.
11 The Steroid Scandal
It had long been suspected that professional wrestlers were using performance enhancing drugs and in 1994 the allegations came to a head when Vince McMahon was indicted on charges for illegal distribution of steroids. He temporarily gave up control of the WWE to his wife, Linda, while the case went to trial where Kevin “Nailz” Wacholz testified that McMahon had ordered him to use steroids. Wacholz's credibility was called into question due to his admitted hatred of McMahon.
10 Ending the Streak
The Undertaker’s undefeated streak at WrestleMania was one that many people believed would never be broken. It had become his legacy and it was thought that ‘Taker’s career would end without him ever having lost on the “Grandest Stage of Them All”. So when Brock Lesnar ended the streak at WrestleMania XXX, people were shocked and left wondering what purpose it ultimately served. Some felt that the loss tarnished The Undertaker’s legacy while others believed that if the streak was going to be broken, it should’ve happened courtesy of a young, up and coming star in need of a big push, as opposed to one of the most over superstars in the business.
9 His supposed feud with Randy Savage
The Macho Man Randy Savage was one of wrestling’s brightest stars, yet he made his last appearance in the WWE in October of 1994 and never stepped foot inside the promotion’s ring ever again. What exactly the reason is, no one aside from Vince McMahon really knows. There have been rumors over the years about why Savage never returned after the downfall of WCW and many insist that there was some sort of long standing feud between the two parties, with it being reported that McMahon couldn't stand the mention of Savage's name.
8 Mr. McMahon’s Kiss My Ass Club
In 2001, Vince McMahon created the “Mr. McMahon Kiss My Ass Club”. In a segment that aired several times until 2008, a WWE superstar or announcer would be called to the ring and ordered to beg to keep their job and to pucker up and smooch McMahon's bare buttocks or risk being “fired”. It was a terrible and disgusting idea that no one outside of McMahon enjoyed. Yet, he thought so highly of the segment that the WWE even created an animated web series based on the idea.
7 His relationship with Donald Trump
Donald Trump is the most toxic man in America right now. His 2016 Presidential Candidacy is viewed by many as a complete joke and his racist comments and desire to ban all Muslims from the USA has drawn disdain from people across the globe. He’s also a long time friend of Vince McMahon and has made several WWE appearances over the years. At WrestleMania 23, Trump, represented by Bobby Lashley, defeated the WWE chairman, represented by Umaga, in a hair vs. hair match and in 2009 he temporarily “bought” Monday Night Raw.
6 Katie Vick
5 His Treatment of Women
Vince McMahon is a self-proclaimed lover of women, yet he’s continuously showed a total lack of respect for the opposite sex. He’s degraded women through various storylines over the years, with the most memorable moment coming when he had Trish Stratus strip down to her underwear and crawl around the ring, barking like a dog.
4 Owen Hart's Death
At the May 23, 1999 Over the Edge pay-per-view, Owen Hart fell 90 feet to his death when the early release mechanism on the harness that was to carry him from the rafters to the ring let go. Afterwards, Vince McMahon made the controversial decision to continue the event. Hart’s family sued the company and won an $18 million lawsuit.
3 The Chris Benoit Double Murder/Suicide
In 2007 a segment aired on Monday Night Raw in which Vince McMahon’s limo exploded, supposedly killing the WWE chairman. One week later, the storyline was dropped when the body of long-time superstar Chris Benoit was found along with that of his wife and son. The WWE spent the entire night paying tribute to Benoit. As the night came to a close, details started to come out revealing that Benoit had killed his wife and son before taking his own life and although they couldn’t have known what had transpired, the tribute made the WWE look pretty bad. They were quick to distance themselves from Benoit, removing any mention of him from all past and future programming.
2 The Montreal Screwjob
The Montreal Screwjob that took place at the 1997 Survivor Series pay-per-view when Vince McMahon legitimately cost Bret Hart the World Title is the most controversial event in WWE history. Not only did McMahon ask to get out of a recently signed 20-year contract with his biggest star, but he then overruled Hart’s creative control clause in his contract that would keep him from losing the belt in Canada and allow him to depart to WCW on his own terms.
1 The XFL
In 2000 Vince McMahon once again ventured outside of the wrestling industry and launched a professional football league. The XFL was a failure and ceased operations in May of 2001 after just one season and $35 million in losses for both the WWE and NBC, the XFL’s broadcaster. The sport was popular among some, but drew a lot of criticism for featuring pep talks from WWE personalities and very poor play-by-play commentary. Perhaps the biggest thing going against the XFL was that Vince’s wrestling background caused many to question the legitimacy of the game's results.
There are many things that Vince McMahon has done in his lifetime that he will never live down, but most of them exist within the realm of professional wrestling. The failure of the XFL extends far outside that realm and provides a point of ridicule for people whose only knowledge of Vince McMahon exists because of the XFL, making it the number one thing he will never live down.
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