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Vince McMahon

In 1969, McMahon made his debut as an in-ring announcer for the WWWF's All-Star Wrestling. In 1971, he was assigned to a small territory in Maine, where he promoted his first card. He later became the play-by-play commentator for television matches after he replaced Ray Morgan in 1971.

Throughout the 1970s, McMahon became the prominent force in his father's company and, over the next decade, assisted his father in tripling TV syndication. He pushed for the renaming of the company to the World Wrestling Federation (WWF). The younger McMahon was also behind the Muhammad Ali versus Antonio Inoki match of 1976. In 1979, the younger McMahon and his wife Linda founded their own company, Titan Sports, which was incorporated in the following year and in 1982 - when McMahon was aged 37 - acquired control of the Capitol Wrestling Co. from his ailing father (who died in May 1984).

In 1984, he recruited Hulk Hogan to be the WWF's charismatic new megastar, and the two quickly drew the ire of industry peers as the promotion began traveling and broadcasting into rival territories. Nevertheless, McMahon (who still also fronted as the WWF's squeaky clean babyface announcer) created The Rock 'n' Wrestling Connection by incorporating pop music stars into wrestling storylines. As a result, the WWF was able to expand its fanbase into a national mainstream audience as the promotion was featured heavily on MTV programming. On March 31, 1985, he ran the first WrestleMania at Madison Square Garden, available on closed circuit television in various markets throughout the USA. At the 1987 Slammy Awards, McMahon performed in a musical number and sang the song "Stand Back".

As with most play-by-play commentators, McMahon was a babyface "voice of the fans", in contrast to the heel color commentator, usually Jesse VenturaBobby Heenan or Jerry Lawler. While most of McMahon's on-screen physicality took place during his "Mr. McMahon" character later in his career, he was involved in physical altercations on WWF television only a few times as a commentator or host; in 1985, when Andre the Giant grabbed him by the collar during an interview on Tuesday Night Titans (Andre had become irritated at McMahon's questions regarding his feud with Big John Studd and their match at the first WrestleMania); on the September 28, 1991 episode of WWF Superstars of Wrestling, when Roddy Piper mistakenly hit him with a folding chair aimed at Ric Flair (requiring McMahon to be taken out of the arena on a stretcher), and again on the November 8, 1993 episode of Monday Night Raw, when Randy Savage hurled him to the floor in an attempt to attack Crush after McMahon attempted to restrain him. McMahon can also be seen screaming at medics and WWF personnel during the May 26, 1990 episode of WWF Superstars of Wrestling (after Hulk Hogan was attacked by Earthquake during a segment of The Brother Love Show), when Hogan was not moved out of the arena quickly enough.

Throughout late 1996 and into 1997, McMahon slowly began to be referred to as the owner on WWF television while remaining as the company's lead play-by-play commentator. On the September 23, 1996 Monday Night RawJim Ross delivered a worked shoot promo during which he ran down McMahon, outing him as chairman and not just a commentator for the first time in WWF storylines. This was followed up on the October 23 Raw with Stone Cold Steve Austin referring to then-WWF President Gorilla Monsoon as "just a puppet" and that it was actually McMahon "pulling all the strings". The March 17, 1997 WWF Raw Is War is cited by some as the beginning of the Mr. McMahon character, as after Bret Hart lost to Sycho Sid in a steel cage match for the WWF Championship, Hart engaged in an expletive-laden rant against McMahon and WWF management. This rant followed Hart shoving McMahon to the ground when he attempted to conduct a post-match interview. McMahon, himself, returned to the commentary position and nearly cursed out Hart before being calmed down by Ross and Lawler.

McMahon largely remained a commentator after the Bret Hart incident on Raw. On September 22, 1997, on the first-ever Raw to be broadcast from Madison Square Garden, Bret's brother Owen Hart was giving a speech to the fans in attendance. During his speech, Stone Cold Steve Austin entered the ring with five NYPD officers following, and assaulted Hart. When it appeared Austin would fight the officers, McMahon ran into the ring to lecture him that he could not physically compete; at the time, Austin was recovering from a broken neck after Owen Hart botched a piledriver in his match against Austin at SummerSlam. After telling McMahon that he respects the fact that he and the WWF cared, Austin attacked McMahon with a Stone Cold Stunner, leaving McMahon in shock. Austin was then arrested on charges of trespassing, assault, and assaulting a police officer. This marked the beginning of the Austin-McMahon rivalry.

At Survivor Series in 1997, Bret Hart defended his WWF Championship against long-time rival Shawn Michaels in the main event. During the match, Michaels applied Hart's own signature submission maneuver The Sharpshooter on Hart. Though Hart did not submit, McMahon ordered the referee to ring the bell, thus screwing Hart out of the title and making Michaels the champion and making McMahon turn heel for the first time on WWF television. This incident was subsequently dubbed the "Montreal Screwjob". Following the incident, McMahon left the commentary table for good (Jim Ross replaced McMahon as lead commentator) and the Mr. McMahon character began.

In December 1997 on Raw Is War, the night after D-Generation X: In Your House, McMahon talked about the behavior and attitude of Stone Cold Steve Austin, such as Austin having assaulted WWF Commissioner Sgt. Slaughter and commentators such as Jim Ross and McMahon himself. Mr. McMahon demanded that Austin defend his Intercontinental Championship against The Rock in a rematch. As in the previous match, Austin used his pickup truck as a weapon against The Rock and the Nation of Domination gang. Austin decided to forfeit the title to The Rock, but instead Austin gave The Rock a Stone Cold Stunner and knocked McMahon off the ring ropes.

On the January 19, 1998 episode of Raw Is War, McMahon called Mike Tyson to the ring for a major announcement. Before McMahon could make the announcement (that Tyson would serve as a ringside enforcer at WrestleMania XIV for the WWE title match between Stone Cold Steve Austin and Shawn Michaels) Austin interrupted and confronted Tyson culminating with Austin displaying his middle finger right in Tyson's face. Tyson shoved Austin at which point WWE security and Tyson's entourage intervened and separated both men.

On the March 2 edition of Raw Is War, Mike Tyson joined D-Generation X, led by WWE World Champion Shawn Michaels. A week later, Austin called out McMahon incensed by Tyson's alignment with Michaels. Austin verbally abused McMahon and attempted to provoke a clearly agitated McMahon into hitting him (Austin) but McMahon left. On the following episode of Raw Is War, McMahon claimed he hadn't hit Austin on the previous episode of Raw as he didn't want to ruin the WrestleMania XIV main event. Asked to explain what this meant, McMahon stated Austin would be unable to compete with a broken jaw. After initial attempts to dodge the question of whether he wanted Austin to become WWF Champion, McMahon finally answered with "it's not just a "no", it's a OH HELL NO" mimicking Austin's "hell yeah" catchphrase. McMahon didn't get involved during the WrestleMania XIV main event during which Mike Tyson turned on Shawn Michaels and assisted Austin in becoming WWE Champion.

On the March 30 Raw Is War, the night after Austin won the WWF title at WrestleMania XIV, McMahon presented him with a new title belt and warned Austin that he did not approve of his rebellious nature. Austin responded by delivering the Stone Cold Stunner to McMahon for the second time. On the April 13 episode of Raw Is War, it appeared Austin and McMahon were going to battle out their differences in an actual match, but the match was declared a no contest when Dude Love interfered. This led to a title match between Love and Austin at Unforgiven, for which McMahon sat ringside and attempted to assist Love in winning the match. Love ultimately did win by disqualification when Austin hit McMahon with a chair. Austin retained the title which couldn't change hands by disqualification under regular match rules. In a title rematch at Over the Edge: In Your House, Austin again retained, despite McMahon being the referee and his "Corporate Stooges", Gerald Brisco and Pat Patterson, as timekeeper and ring announcer, respectively. While McMahon was incapacitated by an accidental Love chair shot, Austin delivered the Stone Cold Stunner to Love and used McMahon's hand to count his pinfall victory.

In the fall of 1998, McMahon said he was "sick and tired" of seeing Stone Cold Steve Austin as the WWF Champion and developed a "master plan" to remove the championship from Austin. By employing the services of The Undertaker and Kane, McMahon set up a triple threat match for the WWF championship at Breakdown: In Your House, in which Undertaker and Kane could only win by pinning Austin. At Breakdown, Austin lost the title after being pinned simultaneously by both Undertaker and Kane. However, no new champion was crowned. The following night on Raw Is War, McMahon attempted to announce a new WWF Champion. He held a presentation ceremony, and introduced The Undertaker and Kane. After saying that both deserved to be the WWF Champion, Austin drove a Zamboni into the arena, and attacked McMahon before police officers stopped him, and arrested him. Because The Undertaker and Kane both failed to defend McMahon from Austin, McMahon did not name a new champion, but instead made a match at Judgment Day between The Undertaker and Kane with Austin as the special referee. This prompted The Undertaker and Kane to attack Mr. McMahon, injuring his ankle because he gave them the finger behind their backs.

At Judgement Day, there was still no champion crowned as Austin declared himself the winner after counting a double pinfall three count for both men. McMahon ordered the WWF Championship to be defended in a 14-man tournament named Deadly Games at Survivor Series in 1998. McMahon made sure that Mankind reached the finals because Mankind had visited McMahon in hospital after McMahon was sent to the hospital by the Undertaker and Kane. He also awarded Mankind the WWF Hardcore Championship due to his status as a hardcore wrestling legend. Originally, McMahon was acting as he if he was helping out Mankind during the match. At one point, The Rock turned his attention to McMahon. McMahon turned on Mankind after a screwjob, however, as The Rock had caught Mankind in the Sharpshooter. Mankind had not submitted but McMahon ordered the referee to ring the bell, thus giving The Rock the WWF Championship. This was an homage to the "Montreal Screwjob" that occurred one year earlier. McMahon referred to The Rock as the "Corporate Champion" thus forming the Corporation with his son Shane and The Rock. At Rock Bottom: In Your House, Mankind defeated The Rock to win the WWF Championship after The Rock passed out to the Mandible Claw. McMahon, however, screwed Mankind once again by reversing the decision and returning the belt to his chosen champion, The Rock. McMahon participated in a "Corporate Rumble" on the January 11, 1999 Raw as an unscheduled participant, but was eliminated by Chyna.

McMahon restarted a long-running feud with Stone Cold Steve Austin when, in December 1998, he made Austin face the Undertaker in a Buried Alive match with the Royal Rumble qualification on the line. Austin defeated the Undertaker with help from Kane. McMahon had put up $100,000 to anyone who could eliminate Austin from the Royal Rumble match. At the Royal Rumble, thanks to help from the Corporation's attack on Austin in the women's bathroom during the match (Austin and McMahon went under the ropes, not over them as the Royal Rumble rules require for an elimination to occur along with the 'Shawn Michaels Rule', in which both feet must touch the floor after going over the top rope) and The Rock distracting Austin, McMahon lifted Austin over the top rope from behind, thus winning the match and earning a title shot at WrestleMania XV against the WWF Champion The Rock. He turned down his spot, however, and WWF Commissioner Shawn Michaels awarded it to Austin, which infuriated McMahon. Austin decided to put his title shot on the line against McMahon so he could get a chance to fight Vince at In Your House: St. Valentine's Day Massacre in a steel cage match. During the match, Big Show — a future member of the Corporation — interrupted, making his WWF debut. He threw Austin through the side of the cage thus giving him the victory.

The Corporation started a feud with The Undertaker's new faction the "Ministry of Darkness", which led to a storyline introducing McMahon's daughter Stephanie. Stephanie played an "innocent sweet girl" who was kidnapped by The Ministry twice. The first time she was kidnapped, she was found by Ken Shamrock on behalf of McMahon in a basement of the stadium. The second time she was kidnapped, The Undertaker attempted to marry her whilst she was forcefully tied to the Ministry's crucifix, but she was saved by Steve Austin. This angle saw a brief friendship develop between McMahon and Austin, cooling their long running feud. McMahon became a member of the short-lived stable The Union, during May 1999. McMahon's son Shane merged the Corporation with Undertaker's Ministry of Darkness to form the Corporate Ministry. On the June 7 episode of Raw Is War, McMahon was revealed as the "Higher Power" behind the Corporate Ministry. This not only reignited McMahon's feud with WWF Champion Austin but also caused a kayfabe disgusted Linda and Stephanie McMahon to give their 50% share of the WWF to Austin.

At King of the Ring, Vince and Shane defeated Austin in a handicap ladder match to regain control of the WWF. While CEO, Austin had scheduled a WWF Championship match, to be shown on Raw Is War after King of the Ring. During the match, Austin defeated the Undertaker once again to become the WWF Champion. At Fully Loaded, Austin was again scheduled for a match against The Undertaker. If Austin lost, he would be banned from wrestling for the WWF Championship again; if he won, Vince McMahon would be banned from appearing on WWF TV. Austin defeated The Undertaker, and McMahon was banned from WWF TV.

McMahon returned as a face in the fall of 1999 and won the WWF Championship in a match against Triple H, thanks to outside interference from Austin on the September 16 SmackDown!. He had decided to vacate the title during the following Monday's Raw Is War, because he was not allowed on WWF TV because of the stipulations of the Fully Loaded 1999 contract he signed. However, Stone Cold Steve Austin reinstated him in return for a WWF title shot. Over the next few months McMahon and Triple H feuded, with the linchpin of the feud being Triple H's storyline marriage to Stephanie McMahon. The feud culminated at Armageddon in 1999; McMahon faced Triple H in a No Holds Barred match which McMahon lost. Afterward, Stephanie turned on him, revealing her true colors. McMahon, along with his son Shane, then disappeared from WWF television, unable to accept the union between Triple H and Stephanie. This left Triple H and Stephanie in complete control of the WWF.

McMahon returned to WWF television on the March 13, 2000 Raw Is War helping The Rock win his WWF title shot back from the Big Show. He also attacked Shane McMahon and Triple H. Two weeks later, McMahon and The Rock defeated Shane McMahon and The Big Show in a tag team match with help from special guest referee Mankind. At WrestleMania 2000, Triple H defended the WWF Championship in a Fatal Four-Way Elimination match in which each competitor had a McMahon in his corner. Triple H had his wife Stephanie McMahon who was also the WWF Women's Champion in his corner, The Rock had Vince McMahon in his corner, Mick Foley had Linda McMahon in his corner, and Big Show had Shane in his corner. After Big Show and Foley were eliminated, Triple H and The Rock were left. Although Vince was in The Rock's corner, he turned on The Rock after hitting him with a chair, turning heel for the first time since his feud with Stone Cold Steve Austin, which helped Triple H win the match and retain his title. This began the McMahon-Helmsley Era.

At King of the Ring, McMahon, Shane, and WWF Champion Triple H took on The Brothers of Destruction (The Undertaker and Kane) and The Rock in a six-man tag team match for the WWF Championship. The stipulation of this match was that whoever made the scoring pinfall would become the WWF Champion. McMahon was pinned by The Rock. McMahon was then absent from WWF television until late 2000. On the December 4 episode of Raw Is War, McMahon questioned the motives of WWF Commissioner Mick Foley and expressed concern of the well being of the six superstars competing in the Hell in a Cell match at Armageddon. On the December 18 episode of Raw Is War, McMahon faced Kurt Angle in a non-title match which was fought to no contest when Mick Foley interfered and attacked both men. After the match, both men beat Foley and McMahon fired him.

McMahon then began a public extramarital affair with Trish Stratus, much to the disgust of his daughter, Stephanie. However, on the February 26 episode of Raw, McMahon and Stephanie humiliated Trish by dumping sewage on her, with McMahon adding that Stephanie will always be "daddy's little girl" and Trish was only "daddy's little toy". McMahon and Stephanie then aligned together against Shane, who'd returned and had enough of Vince's actions in recent months. At WrestleMania X-Seven, McMahon lost to Shane after Linda—who had been emotionally abused to the point of a nervous breakdown; the breakdown was caused after Vince demanded a divorce on the December 7 episode of SmackDown!; the breakdown left her helpless as she was deemed unable to continue being CEO of the WWF at the time, giving Vince 100% authority; finally, she was heavily sedated, in the storyline—hit Vince with a low blow. On the same night, McMahon formed an alliance with Stone Cold Steve Austin, helping him defeat The Rock to gain another WWF Championship. The two, along with Triple H, formed an alliance. Austin and Triple H put The Rock out of action with a brutal assault and suspension. Austin and Triple H held all three major WWF titles at the same time. The alliance was short lived, due to an injury to Triple H and a business venture by McMahon.

McMahon purchased long-time rival promotion World Championship Wrestling (WCW) in March 2001 from and signed many wrestlers from the organization. This marked the beginning of the Invasion storyline, in which the former WCW wrestlers regularly fought matches against the WWF wrestlers. On the July 9, 2001 episode of Raw Is War, some extremists as well as several former ECW wrestlers on the WWF roster, joined with the WCW wrestlers to form The Alliance. Stone Cold Steve Austin joined the Alliance, along with Shane and Stephanie McMahon. Vince McMahon led Team WWF. At Survivor Series, Team WWF defeated Team Alliance in a Survivor Series elimination match to pick up the victory for WWF and end the Invasion storyline.

Following the collapse of The Alliance, McMahon created the "Vince McMahon Kiss My Ass Club", also known as the "Mr. McMahon Kiss My Ass Club", which consisted of various WWE individuals being ordered to kiss his buttocks in the middle of the ring, usually with the threat of suspension or firing if they refused. The club was originally proclaimed closed by The Rock after McMahon was forced to kiss Rikishi's buttocks on an episode of SmackDown!.

In November 2001, Ric Flair returned to WWF after an eight-year hiatus declaring himself the co-owner of the WWF, which infuriated McMahon. The two faced each other in January 2002, at Royal Rumble, in a Street Fight which Flair won. Due to their status as co-owners, McMahon became the owner of SmackDown! while Flair became the owner of Raw. However, on the June 10 Raw, McMahon defeated Flair to end the rivalry and become the sole owner of WWE.

On the February 13, 2003 SmackDown!, McMahon tried to derail the return of Hulk Hogan after a five-month hiatus but was knocked out by Hogan and received a running leg drop. At No Way Out, McMahon interfered in Hogan's match with The Rock. Hogan had originally won the match as he hit The Rock with a running leg drop, but the lights went out. When the lights came back on, McMahon came to the ringside to distract Hogan. Sylvain Grenier, the referee, gave The Rock a chair, which he then hit Hogan with. He ended the match with a Rock Bottom to defeat Hogan. This led to McMahon facing Hogan in a match at WrestleMania XIX, which McMahon lost in a Street Fight. McMahon then banned Hogan from the ring but Hogan returned under the gimmick of "Mr. America". McMahon tried to prove that Mr. America was Hogan under a mask but failed at these attempts. Hogan later quit WWE and at which point McMahon claimed that he had discovered Mr. America was Hulk Hogan and "fired" him.

McMahon asked his daughter Stephanie to resign as SmackDown! General Manager on the October 2 SmackDown!. Stephanie, however, refused to resign and this set up an "I Quit" match between the two. At No Mercy, McMahon defeated Stephanie in an "I Quit" match when Linda threw in the towel. Later that night, he helped Brock Lesnar retain the WWE Championship against The Undertaker in a Biker Chain match. This started a rivalry between McMahon and Undertaker. At Survivor Series, McMahon defeated Undertaker in a Buried Alive match with help from Kane.

He began a feud with Eric Bischoff in late 2005, when he decided that Bischoff was not doing a good job as General Manager of Raw. He started "The Trial of Eric Bischoff" where McMahon served as the judge. Bischoff ended up losing the trial; McMahon "fired" him, and put him in a garbage truck before it drove away. Bischoff stayed gone for months. Almost a year later on Raw in late 2006, Bischoff was brought out by McMahon's executive assistant Jonathan Coachman so that he could announce the completion of his book Controversy Creates Cash. Bischoff began blasting remarks at McMahon, saying that he was fired "unceremoniously" as the Raw General Manager, that there would be no McMahon if not for Bischoff's over-the-top rebellious ideas, and that D-Generation X was nothing but a rip off of the New World Order.

At the 2006 Royal Rumble, when Michaels was among the final six remaining participants after eliminating Shelton Benjamin, McMahon's entrance theme music distracted Michaels, allowing Shane McMahon to eliminate him. On the February 27 Raw, Michaels was knocked unconscious by Shane. When Michaels' former Rockers tag team partner Marty Jannetty came to the rescue of Michaels, he was forced to join McMahon's "Kiss My Ass Club". On the March 18 edition of Saturday Night's Main Event, Michaels faced Shane in a Street Fight. McMahon screwed Michaels while Shane had Michaels in the Sharpshooter. Michaels had not submitted, but McMahon ordered the referee to ring the bell, giving Shane the victory (another Montreal Screwjob reference). At WrestleMania 22, Vince McMahon faced Michaels in a No Holds Barred match. Despite interference from the Spirit Squad and Shane, McMahon was unable to beat Michaels. At Backlash, Vince McMahon and his son Shane defeated Michaels and "God" (characterized by a spotlight) in a No Holds Barred match.

On the May 15 Raw, Triple H hit Shane with a sledgehammer meant for Michaels. The next week on Raw, Triple H had another chance to hit Michaels with the object but he instead whacked the Spirit Squad. For a few weeks, McMahon ignored Michaels and began a rivalry with Triple H by forcing him to join "Kiss My Ass Club" (Triple H hit McMahon with a Pedigree instead of joining the club) and pitting him in a gauntlet handicap match against the Spirit Squad. Michaels, however, saved Triple H and the two reformed D-Generation X (DX). This led to a feud between the McMahons and DX, throughout the following summer. He also lost to Eugene by disqualification on July 10. At SummerSlam, the McMahons lost to DX in a tag team match despite interference by Umaga, Big Show, FinlayMr. Kennedy, and William Regal. The McMahons also allied themselves with the ECW World Champion Big Show. At Unforgiven, the McMahons teamed up with The Big Show in a Hell in a Cell match to take on DX. Despite their 3-on-2 advantage, the McMahons lost again to DX thus ending the rivalry.

In January 2007, McMahon started a feud with Donald Trump, which was featured on major media outlets. Originally Trump wanted to fight McMahon himself but they came to a deal: both men would pick a representative to wrestle at WrestleMania 23 in a Hair vs. Hair match. The man whose wrestler lost would have his head shaved bald. After the contract signing on Raw, Trump pushed McMahon over the table in the ring onto his head after McMahon provoked Trump with several finger pokes to the shoulders. Later at a press conference, McMahon, during a photo opportunity, offered to shake hands with Trump but retracted his hand as Trump put out his. McMahon went on to fiddle with Trump's tie and flick Trump's nose. This angered Trump as he then slapped McMahon across the face. McMahon was then restrained from retaliating by Trump's bodyguards and Bobby Lashley, Trump's representative. At WrestleMania 23, McMahon's representative (Umaga) lost the match. As a result, McMahon's hair was shaved bald by Trump and Lashley with the help of Steve Austin, who was the special guest referee of the "Battle of the Billionaires" match.

McMahon then began a rivalry with Lashley over his ECW Championship. At Backlash, McMahon pinned Lashley in a 3-on-1 handicap match teaming up with his son Shane and Umaga to win the ECW Championship. At Judgment Day, McMahon defended his ECW Championship against Lashley again in a 3-on-1 handicap match. Lashley won the match as he pinned Shane after a Dominator but McMahon said that he was still the champion because Lashley could only be champion if he could beat him. McMahon finally lost the ECW Championship to Lashley at One Night Stand in a Street Fight despite interference by Shane and Umaga.

On June 11, 2007, WWE aired a segment at the end of Raw that featured McMahon entering a limousine moments before it exploded. The show went off-air shortly after, and WWE.com reported the angle within minutes as though it were a legitimate occurrence, proclaiming that McMahon was "presumed dead". Although this was the fate of the fictional "Mr. McMahon" character, no harm came to the actual person; the "presumed death" of McMahon was part of a storyline.

The June 25 Raw was scheduled to be a three-hour memorial to "Mr. McMahon". However, due to the actual death of Chris Benoit, the show opened with McMahon standing in an empty arena, acknowledging that his reported death was only of his character as part of a storyline. This was followed by a tribute to Benoit that filled the three-hour timeslot. McMahon's last appearance on WWE television until August 6, 2007 was the next night on ECW on Sci Fi in which after acknowledging that a tribute to Benoit had aired the previous night, he announced that there would be no further mention of Benoit due to the circumstances becoming apparent, and that the ECW show would be dedicated to those that had been affected by the Benoit murders.

The "Mr. McMahon" character officially returned on the August 6 episode of Monday Night Raw. McMahon said that he faked his death to see what people really thought of him, with Stephanie accused of faking mourning while checking her father's last will and testament to see how it would benefit her. He also talked about many subjects, including an investigation by the United States Congress and owing money to the IRS. McMahon also declared a battle royal to determine a new Raw General Manager, which was won by William Regal. At the end of Raw, Jonathan Coachman informed McMahon of a (storyline) paternity suit regarding an illegitimate long-lost child, who was revealed in the following weeks as being a male member of the WWE roster. On the September 3 Raw, McMahon appeared and was confronted by his family. They were interrupted by Mr. Kennedy, who claimed to be McMahon's "illegitimate son". He was himself interrupted by a lawyer claiming Kennedy was not McMahon's son and that the real son would be revealed the next week on Raw. His illegitimate son was finally revealed on September 10 on Raw as Hornswoggle. In February 2008, after months of "tough love" antics towards Hornswoggle, John "Bradshaw" Layfield revealed that Hornswoggle was not McMahon's son and that he was actually Finlay's son. It turned out that the scam was thought up by Shane, Stephanie and Linda McMahon, along with Finlay.

On the June 2 Raw, McMahon announced that, starting the next week, he would give away $1,000,000 live on Raw. Fans could register online, and each week, randomly selected fans would receive a part of the $1,000,000. McMahon's Million Dollar Mania lasted just three weeks and was suspended after the 3-hour Draft episode of Raw on June 23. After giving away $500,000, explosions tore apart the Raw stage, which fell and collapsed on top of McMahon. On June 30, Shane addressed the WWE audience before Raw, informing the fans that his family had chosen to keep his father's condition private. In addition, he also urged the WWE roster to stand together during what he described as a "turbulent time". The McMahons made several requests to the wrestlers for solidarity, before finally appointing Mike Adamle as the new general manager of Raw in order to restore order to the brand.

On the January 5, 2009 RawChris Jericho told Stephanie McMahon that McMahon would be returning to Raw soon. The following week, Jericho was (kayfabe) fired from WWE by Stephanie. On the January 19 Raw, McMahon returned, as a face, and supported his daughter's decision on Jericho, but Stephanie rehired him. Randy Orton then came out and assaulted McMahon after harassing Stephanie. McMahon returned on the March 30 Raw with his son, Shane, and son-in-law Triple H to confront Orton. The night after WrestleMania XXV, McMahon appeared on Raw to announce Orton would not receive another championship opportunity at Backlash, but compete in a six-man tag team match with his Legacy stablemates against Triple H, Shane McMahon and himself. Raw General Manager Vickie Guerrero made the match for the WWE Championship. Orton then challenged McMahon to a match that night, in which Legacy assaulted him, and Orton also hitting him with the RKO. After being assisted by Triple H, Shane and a returning Batista, McMahon announced Batista would replace him in the match at Backlash. On the June 15 Raw, McMahon announced that he had sold the Raw brand to businessman Donald Trump. The next week, during the Trump is Raw show, McMahon bought the brand back from Trump. On the June 29 Raw, McMahon announced that every week, a celebrity guest host would control Raw for the night. He soon appeared on SmackDown, putting Theodore Long on probation for his actions. On August 24 Raw, McMahon had a birthday bash which was interrupted by The Legacy, and competed in a six-man tag team match with his long-time rival team DX, in which they won after the interference of John Cena. He continued to appear on SmackDown, making occasional matches and reminding Long that he is still on probation. On the November 16 Raw, McMahon was called out by guest host Roddy Piper, who wanted a match with McMahon that night in Madison Square Garden. McMahon declined, and announced his retirement from in-ring competition.

On the January 4, 2010 Raw, McMahon, once again a heel, confronted special guest host Bret "The Hitman" Hart for the (televised) first time since the Montreal Screwjob at Survivor Series 1997, with the intention of burying the hatchet from the above-mentioned Montreal Screwjob. The two appeared to finally bury the hatchet, but after shaking hands, Vince kicked Hart in the groin and left the arena to a loud chorus of boos and the crowd chanting "You screwed Bret! You screwed Bret!". A match was then booked between the two at WrestleMania XXVI, which saw Hart defeat McMahon in a No Holds Barred Lumberjack match. On the May 31 Raw, McMahon returned to congratulate Hart on becoming the new Raw General Manager. On the June 22 Raw, McMahon fired Hart for not dealing with NXT season one rookies, known as The Nexus. That same night, he announced the new General Manager would be anonymous and make decisions via emails, which would be read by Michael Cole. The General Manager's first decision was McMahon to be the guest referee for a WWE Championship match that night between John Cena and Sheamus. The match was interrupted by The Nexus who then attacked McMahon. McMahon appeared in a segment on the November 1 Raw, in a coma from the attack by The Nexus. He woke up and his doctor (Freddie Prinze Jr.) explained what had happened since he had been out. The scene transitioned to Stephanie McMahon waking up, revealing it was all a dream.

In early 2011, McMahon once again stepped away from WWE storylines in order to focus on both his corporate and backstage duties.

On the June 27, 2011 episode of RawCM Punk made a scathing on-air speech criticizing WWE and McMahon about the way WWE was run. McMahon suspended Punk, but reinstated him at the behest of Punk's Money in the Bank opponent, WWE Champion John Cena. At the pay-per-view, McMahon and Vice President of Talent Relations John Laurinaitis interfered on Cena's behalf but Punk was ultimately successful and walked out of the company with the championship. On the following Raw, Triple H returned and, on behalf of WWE's board of directors, fired McMahon from his position of running Raw and SmackDown, though leaving him chairman of the board. Triple H then announced he himself had been designated Chief Operating Officer of WWE. McMahon returned on the October 10 Raw, firing Triple H from running Raw, stating the board of directors had called Triple H a financial catastrophe, and that the WWE employees had voted no confidence in him the previous week. He subsequently appointed Laurinaitis as the interim general manager of Raw.

On June 11, 2012, McMahon returned to give a job evaluation to John Laurinaitis. After a conflict with Cena and Big Show that saw McMahon accidentally knocked out by Big Show, McMahon declared that if Big Show lost his match at No Way Out, Laurinaitis would be fired. Cena defeated Big Show in a steel cage match, and McMahon fired Laurinaitis. McMahon announced AJ as Raw's new general manager at Raw 1000 and made Booker T SmackDown's new general manager on the August 3 episode of SmackDown. After CM Punk interrupted him on the October 8 episode of Raw, he challenged Punk to a match, threatening to fire him if he declined. The match did not officially start, but McMahon held his own in a brawl with Punk until Punk attempted the GTS. Ryback and Cena interfered and McMahon ultimately booked Punk in a match with Ryback at Hell in a Cell.

During the buildup for the 2013 Royal Rumble, McMahon told CM Punk that if The Shield interfered in his match with The Rock, Punk would forfeit his title. During the match, the lights went out and Rock was attacked by what appeared to be The Shield, leading to Rock's loss. Vince came out and restarted the match at Rock's request and Rock was victorious. The next night on Raw, while conducting a performance review on Paul Heyman, he was assaulted by the returning Brock Lesnar, who attacked him with the F-5. According to WWE.com, McMahon broke his pelvis and required surgery. Vince sought revenge on Heyman and faced him in a street fight on the February 25 episode of Raw, but Lesnar again interfered, only for Triple H to interfere as well, setting up a rematch between Lesnar and Triple H at WrestleMania 29. From June 2013, members of the McMahon family began to dispute various elements of the control of WWE, such as the fates of Daniel Bryan, and of Raw and SmackDown General Managers Brad Maddox and Vickie Guerrero. After Triple H and Stephanie created The Authority, McMahon celebrated Randy Orton's victory at TLC with them, but stepped aside from his on-screen authority role in early 2014 in order to evaluate Triple H and Stephanie's control of the company.

McMahon returned on the November 3, 2014 episode of Raw, making a stipulation that if Team Cena had defeated Team Authority at Survivor Series, The Authority would be removed from power. Team Cena won the match, but McMahon gave John Cena the option to reinstate The Authority. McMahon returned on the December 14, 2015 episode of Raw, aligning himself with The Authority, by confronting Roman Reigns over his attack on Triple H at the TLC pay-per-view. McMahon granted Reigns a rematch for the WWE World Heavyweight Championship against Sheamus, with the stipulation that if he failed to win the championship he would be fired. During the match, McMahon interfered on Sheamus' behalf but was attacked by Reigns, who then pinned Sheamus to win the WWE World Heavyweight Championship. On the December 28 episode of Raw, McMahon was arrested for assaulting an NYPD officer and resisting arrest after a confrontation with Roman Reigns. McMahon made himself special guest referee in Reigns' rematch against Sheamus on the January 4, 2016 episode of Raw, where Reigns won after McMahon was knocked out and another referee made the decision. With his plan foiled, McMahon retaliated by announcing after the match that Reigns would defend his title at the Royal Rumble against 29 other men in the Royal Rumble match, which was won by Triple H.

On the February 22, episode of Raw, McMahon presented the first ever "Vincent J. McMahon Legacy of Excellence" Award to Stephanie before being interrupted Shane McMahon, who returned to WWE for the first time in over six years, confronting his father and sister, and claiming that he wanted control of Raw. This led to Vince booking Shane against The Undertaker at WrestleMania 32 in a Hell in a Cell match with the stipulation that if Shane won, he would have full control of Raw and The Undertaker would be banned from competing in any future WrestleMania. On the April 4 episode of Raw, McMahon gloated about Shane's loss at WrestleMania the previous night, before Shane came out, accepted his defeat and said goodbye, leading McMahon to allow Shane to run that nights show, after feeling upstaged by his son. After Shane ran Raw for the rest of April, at Payback, McMahon announced Shane and Stephanie had joint control.

On the April 3, 2017 episode of Raw, McMahon returned to announce Kurt Angle as the new Raw General Manager and the upcoming Superstar Shake-up.

On September 5, it was announced that McMahon would make an appearance on the September 12 episode of SmackDown Live. At the end of that night as a face, McMahon confronted Kevin Owens, who was unhappy about Vince's son Shane attacking him the week before, which resulted in Shane being suspended. McMahon was furious about the heinous words regarding his family, and how Owens was not respectful, and how he planned to prosecute everybody who wronged him. McMahon warned him that his lawsuit would result in him being fired, but McMahon has the cash to deal with that empty threat. This prompted Owens to say Shane put his hands on him, but McMahon said he suspended Shane for not finishing off Owens. Shane was then reinstated to face Owens at the Hell in a Cell pay-per-view. Owens then attacked McMahon, leaving him laying in the ring. Even with several referees present, Owens still continued to attack McMahon, and splashed down on him from atop one of the ring posts, resulting in McMahon being (kayfabe) injured. Stephanie McMahon also returned to help her father, as he was attended to by WWE officials.

On January 22, 2018, McMahon returned on Raw 25 Years to address the WWE Universe, only to later turn on them by calling them "cheap" turning heel once again. He was later confronted, and stunned, by Stone Cold Steve Austin. On March 12, McMahon made an appearance in a backstage segment with Roman Reigns, announcing that Reigns would be suspended for his recent actions. On SmackDown 1000, McMahon returned as face once again after dancing on TruthTV.

McMahon returned once again to WWE television on the December 17, 2018 episode of Monday Night Raw, accompanied by his son Shane, daughter Stephanie McMahon, and his son-in-law Triple H, promising to shake things up as they admitted they weren't performing as well as they should have. McMahon announced that the four of them combined would now run both Monday Night Raw, and SmackDown Live together collectively.

McMahon returned to WWE television on the April 24, 2020, episode of Friday Night Smackdown, in celebration of Triple H's 25th anniversary in the WWE. He also appeared at Survivor Series 2020, introducing The Undertaker to the ring during his retirement celebrations.

On the November 22, 2021 episode of Raw, McMahon would hold an investigation to find out who stole Cleopatra's Egg, a gift given to him by The Rock, the previous night at Survivor Series. Later that night, Austin Theory would reveal he stole it. McMahon would reward Theory a WWE Championship match against Big E in the main event for "showing intestinal fortitude". Over the next several months, McMahon would give career advice to Theory. At WrestleMania 38, after Pat McAfee defeated Austin Theory, McMahon would be challenged to an impromptu match by McAfee, which McMahon would accept, where McMahon would defeat McAfee. This would be McMahon's first match in twelve years, as well as McMahon's first win at WrestleMania. Following the match, Stone Cold Steve Austin would interrupt McMahon and Theory celebrating the win, giving them both Stone Cold Stunners.

On July 22, 2022, Vince McMahon officially announced his retirement from WWE after fifty-three years.

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