Bigger is often better in the world of professional wrestling, so performers have been known to dabble in steroids. Vice Sports writes that this nearly brought Vince McMahon crashing down in 1993, when the chairman was charged with routinely acquiring steroids for his wrestlers. According to the U.S. Attorney for the Eastern District of New York, McMahon used a shady Pennsylvania-based urologist named Dr. George Zahorian to write a steady stream of recipes for his performers’ enhancements. Some of Zahorian’s most notable customers included Hulk Hogan, The Ultimate Warrior, “Rowdy” Roddy Piper (who admitted as much in his autobiography) … and Vince McMahon himself.

Investigators started looking into Zahorian’s shenanigans after he started selling “candy” to other athletes and amateur bodybuilders. One particular powerlifter turned informant, and the good doctor was kind enough to implicate the WWF in their discussions. The following investigation and trial could have sent McMahon in prison for up to eight years, which would not have been good news for his vast sports entertainment empire. The case received national attention, and even Hogan was subpoenaed to testify. However, procedural errors severely undermined the case, as did allegations that star witness Kevin “Nailz” Wacholz nursed a personal vendetta against McMahon. In the end, only one count of Vince McMahon’s assorted charges made it to the jury, and he was acquitted.

Vince McMahon has had a very particular dream for decades: He wants to create a professional football league. As Forbes writes, he first attempted this in 2001 when he joined forces with NBC to create the XFL. The league played its first (and, so far, last) season in 2001, and as ESPN notes, it attempted to stand out with gimmicks, flashy cheerleaders, and a wilder set of rules than the NFL. However, the XFL failed to captivate the public, and lost McMahon and NBC a whopping $70 million. To this day, it remains the WWE mogul’s biggest financial failure.

Despite this significant setback, the dream remained. In early 2018, Vince McMahon announced that he was giving XFL a second shot, and this time he would do it all by himself. McMahon plans to use $100 million of his own money to finance the spring league, which is set to kick off in 2020 with eight teams that he will also own. Although some have expressed doubts regarding the born-again league’s chances, McMahon seems to feel confident. He says he aims to keep the games at a more manageable two-hour length and will not allow players with criminal records to compete. As a likely nod to his good relationship with President Donald Trump (who has frequently criticized NFL players who kneel during the national anthem), McMahon has also said that he’ll keep social and political issues off the field.

Anyone who has ever seen Vince McMahon walk toward the ring in his wrestling attire knows the man is a beast. He might not be as big as his most gigantic performers, but as the Washington Post notes, he’s still so ripped that he featured in the cover of Muscle & Fitness magazine in 2015 — when he was a very respectable 69 years old. This is hardly typical for a billionaire CEO who mostly dresses in suits, but then again, McMahon is far from a typical fat cat executive.

Vince McMahon has admitted to using steroids during his company’s drug-happy years in the 1980s and 1990s, but later ditched the chemicals in favor of an exercise regime that is so rigorous that it’s downright dangerous. In 2016, WWE.com reported that McMahon had sustained a training injury so severe that it required surgery. As befits a man who works out that obsessively in his 70s, this completely failed to stop him from turning up at the office.

Having to step in front of television cameras after crapping your pants is a situation straight out of a nightmare. However, actually facing that scenario and carrying on anyway is pure professionalism. In an interview with Fansided, longtime WWE announcer Jim Ross said Vince McMahon once did exactly this … though the events that led to the situation were pretty unprofessional. While taping an episode of Monday Night Raw, McMahon spontaneously decided it would be hilarious to break wind in the face of WWE producer Jerry Brisco. This decision immediately backfired when the intended blast of flatulence turned out to be a little more liquid than he had anticipated. To add insult to injury, he was wearing light khaki pants at the time.

Despite his compromised wardrobe situation and the snickering of the production crew around him, Vince McMahon decided to maintain composure and go on with the show.

Vince McMahon has always cultivated an image of a fairly hard dude. He has wrestled matches with men half his age, and even his entrance theme plainly states that whoever he’s about to face has no chance in hell. However, if you ask his wife, you might get a slightly different story. According to the New York Times, Linda McMahon says her husband is in fact a sweetheart, a total pushover, and a “marshmallow.” The notoriously scowl-faced WWE boss has been known to surprise his wife with bouquets of yellow Valentine’s Day roses, and he likes to spend his downtime at home, playing with his grandchildren. To add to the eerily normal “happy old couple” vibe of that last sentence, Vince and Linda McMahon even met at church when he was 16 and she was 13.

This image of the WWE chairman as a sweet old gentleman and caring husband might be in stark contrast to, well, pretty much every other publicly known thing about him, and Linda McMahon realizes this. She says the mellow side of Vince McMahon is something few people know about, and that’s fine — after all, people love to hate him.

Vince McMahon has mentioned his wild teenage years in many interviews. He has insinuated that he had learning abilities or some form of attention deficit disorder, but since it wasn’t discovered yet the adults usually just considered him a bad kid. Young McMahon reacted accordingly. He started running in gangs, getting in street fights, stealing, and running moonshine. Before long, he landed in so much hot water that he was given two choices: Either go to a state-supported institution or attempt to turn your life around at a military school.

With the financial aid from his father, McMahon chose military school, but Fishburne Military School in Waynesboro, Virginia, would probably have preferred if he didn’t. McMahon says he spent a good chunk of his time there playing insane pranks such as feeding a laxative-laced hamburger to a commandant’s dog and stealing his car. Vince McMahon also claims to hold the dubious honor of being the first cadet in the school’s history to get court-martialed.