5 Times Vince McMahon won a WWE feud

Vince McMahon spent the better part of the 90s behind the announce desk as a babyface commentator. It all changed in 1997 when Bret Hart pushed him and kicked off a verbal tirade against WWE on an episode of RAW.

Many believe that this was the moment the Mr. McMahon character was born. He quickly began inserting himself into WWE's top storylines and surprisingly turned out to be a believable heel.

Vince McMahon's rivalry with Stone Cold Steve Austin was instrumental in WWE defeating WCW in the Monday Night Wars. He ultimately bought off the competition in March 2001. The past two decades or so have seen McMahon engage in a long string of rivalries.

Being a hated villain, he booked himself to lose most of these feuds, but there have been a few instances where Vince McMahon emerged victorious when all was said and done.

#5 The Undertaker

Back in late 2003, Vince McMahon was doing everything he could to make sure that the WWE title stayed on the shoulder of Brock Lesnar. He helped Lesnar defeat The Undertaker in a Biker Chain match for the WWE Championship at No Mercy 2003.

Thus, a feud started between the two, with The Undertaker challenging Vince McMahon in a Buried Alive match at Survivor Series 2003.

At the event, it didn't take long for Vince McMahon to get busted open. For the next few minutes, The Undertaker destroyed the boss as the crowd cheered for The Deadman in unison. During the closing moments of the match, as The Undertaker was preparing to bury him alive, Kane suddenly appeared out of nowhere and attacked his kayfabe brother.

He dropped The Undertaker into the grave, aiding Vince McMahon in defeating him. The rivalry ended with Vince coming out on top and The Undertaker would come back months later at WrestleMania 20 to exact revenge on Kane.

#4 Zach Gowen

Months before Vince buried The Undertaker alive, he was involved in a feud with Mr. America on WWE SmackDown. A fan named Zach Gowen got into the mix soon after and Mr. McMahon wasn't thrilled with this one bit.

For the next free weeks, Vince McMahon feuded with Gowen, with his daughter Stephanie siding with the latter.

On the June 10, 2003, edition of WWE SmackDown, Zack Gowen and Mr. McMahon went at it in an Arm Wrestling Contest, with Vince picking up the win. Around the same time, Hulk Hogan quit WWE and was 'fired' by McMahon in a storyline.

A month later, Vince McMahon faced Zach Gowen at Vengeance 2003 and defeated him to put an end to the feud. Vince McMahon went on to involve himself in Brock Lesnar and Kurt Angle's matters, leading to a Steel Cage match between him and Lesnar on an episode of SmackDown, with Angle as special referee.

Lesnar turned heel that night, kicking off a feud with Angle and siding with Vince McMahon. Gowen didn't do much of note over the next few months and was released in early 2004.

#3 Ric Flair

In late 2001, Vince McMahon got into a feud with the legendary Ric Flair, who had returned to WWE after eight long years and declared himself WWE's co-owner. This kicked off a power struggle angle between the two.

At the 2002 Royal Rumble PPV, both men faced each other in a Street Fight, with Flair emerging victorious. The rivalry continued way past WrestleMania 18, and a No Holds Barred match was set for the June 10, 2002 episode of WWE RAW.

The stipulation of the match stated that the winner would become the sole owner of WWE. The ending of the contest saw Brock Lesnar interfering and attacking Flair. This was enough for Vince McMahon to pin the 16-time World Champion and become the sole owner of WWE again.

Flair would go on to become an active wrestler on WWE's main roster. He turned heel months later and formed the Evolution faction with Triple H. McMahon's on-screen appearances became a rare occurrence for the next few months. He began a feud with Hulk Hogan on the Road to WrestleMania 19.

#2 Stephanie McMahon

Stephanie McMahon lost a feud to Vince, back in late 2003

In 2003, Sable returned to WWE and began appearing on TV alongside Vince McMahon. The heelish duo got into a feud with Mr. America, Zach Gowen, and then Stephanie McMahon. Stephanie wasn't thrilled with Sable being appointed as her personal assistant against her will, thus starting a feud between the two women.

The heated rivalry saw Sable and Stephanie engaging in a food fight, a bunch of catfights, and a parking lot brawl. At Vengeance 2003, Sable defeated Stephanie with some help from A-Train.

Vince McMahon and Sable decided to get rid of Stephanie for good, and an "I Quit" match was set up between Vince McMahon and Stephanie for No Mercy 2003. Linda McMahon accompanied Stephanie for the match, which ended with Vince defeating his daughter and leaving with Sable.

Stephanie was written off WWE TV following the match and it would be years before she became a regular on-screen character again. In reality, Stephanie was going to marry WWE Superstar Triple H and thus took a long hiatus from WWE at the time.

#1 The Alliance

Soon after WrestleMania 17, Vince McMahon got into a feud with Stephanie and Shane McMahon. Shane had bought off WCW on the Road to WrestleMania and declared war on Vince's WWE.

For the next few months, WWE struggled against the collective forces of WCW and ECW, with several WWE Superstars jumping ship and joining The Alliance. As Survivor Series 2001 approached, a match began being built up for the fall classic.

A 5-on-5 Traditional Survivor Series match was set for the event, pitting 5 WWE Superstars, and 5 Alliance stars. The Rock, Kane, The Undertaker, Chris Jericho, and Big Show faced Shane McMahon, Rob Van Dam, Booker T, Stone Cold Steve Austin, and Kurt Angle in one of the biggest matches in WWE history, with WWE's future hanging in the balance.

The Rock pinned Stone Cold Steve Austin in the end to pick up the win for McMahon and WWE. The show closed with Vince McMahon appearing on the ramp and raising his hands with an evil smile on his face.