general | March 27, 2026

Shane McMahon’s First 10 PPV Matches, Ranked From Worst To Best

Shane McMahon isn't much of an in-ring technician, but he has certainly thrived in the ring. The heir apparent to his father Vince McMahon's empire, Shane McMahon is one of the most entertaining performers in WWE history. Shane is notorious for his death-defying bumps, which takes a lot of guts to do that. Shane maximizes his abilities every time he steps foot in the ring and thrives in a lot of hardcore-style matches.

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Shane O'Mac is a former European, Hardcore, and SmackDown Tag Team Champion which is not a bad resume to have for a part-time performer. Nevertheless, Shane's first 10 PPV matches ranged from WrestleMania XV in 1999 to Backlash 2001. McMahon had a mixed bag of performances but he does not shy away from big challenges that are presented to him.

10 W/ Triple H & Mr. McMahon Vs. The Rock, The Undertaker & Kane (King Of The Ring 2000)

King of the Ring 2000

The feud between the McMahon-Helmsley Faction and The Rock dominated the spring and early parts of the summer of 2000. At King of the Ring, Triple H defended his WWF Championship in a unique 6-man tag team match with his father-in-law Mr. McMahon and his brother-in-law Shane McMahon alongside him.

They took on the combination of The Rock, The Undertaker, and Kane. However, there was an added caveat to this match is that one of the challengers could capture the title by pinning one of The McMahons. Sadly, this match failed to catch fire with the challengers fighting amongst each other. Shane did take a brutal Chokeslam from The Undertaker through the announce table. Ultimately, The Rock pinned Vince to regain the WWF Title in not one of Shane's best outings.

9 Vs. Big Show (Judgment Day 2000)

shane-mcmahon-big-show-judgment-day

Shane O'Mac and Big Show's relationship broke down at WrestleMania 2000 after Show failed to capture the WWF Championship. McMahon made fun of Show who became a laughing stock by imitating Val Venis and Rikishi. Nevertheless, the two locked horns at Judgment Day in a Falls Count Anywhere match.

Show dominated large portions of the match by imposing himself on Shane. The Boy Wonder did have another trick up his sleeve with Test and Albert interfering to help him combat Big Show. Heading towards the entrance ramp, Bull Buchanan got involved and a huge speaker fell on Show. Alas, Big Show was trapped under the speaker with McMahon nailing Show in the head with a cinderblock and pinned him for a huge win.

8 Vs. Steve Blackman (SummerSlam 2000)

Shane v Blackman

On the Raw leading up to SummerSlam 2000, Shane McMahon defeated Steve Blackman to become the Hardcore Champion. Shane O'Mac realized that he was a target for Blackman who was hellbent on exacting revenge on Shane, therefore, he tried to get Edge and Christian to pin him for the title.

Commissioner Foley waived off the 24/7 rule for the Hardcore Title until the conclusion of SummerSlam. McMahon knew that he was no match for the Lethal Weapon and tried to escape every time. However, the most memorable moment of this match came at the entrance when Shane scaled up the SummerSlam stage to run from Blackman. Blackman had a kendo stick in tow and nailed Shane in the head with it. McMahon fell 50 feet of the stage in one of his first major death-defying bumps and lost the title in the process.

7 W/ Mr. McMahon Vs. Stone Cold Steve Austin (King Of The Ring 1999)

KOTR 1999

The summer of 1999 saw Stone Cold Steve Austin own 50% of WWE with Linda McMahon relieved from her duties as CEO of WWE. At King of the Ring, Mr. McMahon alongside his son Shane took on Stone Cold Steve Austin in a handicap ladder match with McMahon's company hanging by a thread.

RELATED: 10 Times The McMahons Won Matches They Shouldn't Have

All three men were not ladder match specialists by any stretch of the imagination but it was still an entertaining encounter. However, in the closing stages of the match, Austin was close to claiming the briefcase but the briefcase would be raised higher and higher by a mysterious figure. Nonetheless, Shane sacrificed his father who was fighting on top of the ladder with Austin by pushing both men. The Boy Wonder retrieved the briefcase and The McMahons celebrated their victory.

6 Vs. X-Pac (No Mercy UK 1999)

Shane v X-Pac

Arguably one of Shane McMahon's greatest rivals is X-Pac. Shane O'Mac upset X-Pac in February 1999 to become the first member of the McMahon family to hold gold when he defeated X-Pac for the European Championship.

Shane wasn't the finished article in the ring, but his matches with X-Pac were enticing affairs. McMahon brought the European Title out of retirement for his rematch with X-Pac across the pond at the inaugural No Mercy in May 1999. Shane had his fellow Corporate Ministry allies Triple H and Chyna bail him out of trouble by retaining the European Championship for the final time.

5 Vs. Big Show (Backlash 2001)

Shane v Show

Angered by losing to Shane at WrestleMania X-Seven, Mr. McMahon put his son Shane in a Last Man Standing match with Big Show at Backlash 2001. The roles were reversed from their previous encounter at Judgment Day 2000 with Shane now a face, and Show the monster heel.

The newly minted owner of WCW dominated the early exchanges of this match by using steel chair shots to dominate Show. However, Show gained the upper hand on this contest but Test who was feuding with Show interfered and helped Shane. McMahon climbed up the Backlash stage and landed a jaw-dropping Leap of Faith on Show with Test propelling Shane onto a camera for the victory with Show unable to answer the 10 count.

4 Vs. The Rock Vs. Triple H (Insurrextion 2000)

McMahon v Rock v Triple H

The McMahon-Helmsley Faction was reeling after The Rock captured the WWF Championship from Triple H at Backlash 2000. Just six days later, Rock was tasked with defending the WWF Title against both Shane McMahon and Triple H in a triple threat match across the pond at Insurrextion.

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It was a glorified handicap match with the brothers-in-law collaborating well together. The Rock's popularity was sky high and the fans were cheering for him. Ultimately, it was a bad night for the faction with The Rock besting Shane to retain the WWF Championship.

3 Vs. X-Pac (WrestleMania XV)

WM 15

Shane had the privilege of defending the European Championship at WrestleMania XV against former champion X-Pac. Shane was accompanied to ringside by Test, who repeatedly interfered in this match. However, a botched interference from The Stooges miserably backfired with X-Pac outsmarting them before the match began.

It was evidently clear that Shane was still green but he put on a solid performance. Moreover, the bigger story was Triple H and Chyna coming down the aisle seemingly to aid X-Pac. It was a ruse with Triple H betraying X-Pac by planting him with his patented Pedigree and joining The Corporation with Shane O'Mac retaining the European Title.

2 Vs. Mr. McMahon (WrestleMania X-Seven)

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On the March 26, 2001, edition of Raw, Mr. McMahon revealed that he bought WCW that signaled the end of the Monday Night Wars. However, shockingly, Shane bought WCW under his father at the final hour.

The two collided in a Street Fight at WrestleMania X-Seven, arguably the greatest WrestleMania in history. Former commissioner Mick Foley was the man in the middle as the special referee. The whole story told was brilliant with Linda McMahon coming out of her comatose state by low-blowing her estranged husband Vince. Shane went Coast To Coast on his father to pick up a memorable victory in an outstanding affair.

1 Vs. Test (SummerSlam 1999)

Shane v Test

SummerSlam 1999 saw Shane McMahon play the role of a jealous brother by feuding with Test, who was dating Shane's sister Stephanie. The two clashed in a "Love Her or Leave Her" match with Shane doing his best to ensure that Test would stay away from his sister.

Shane pulled out of all the stops in this magnificent "anything goes" match with Test. Shane O'Mac certainly knew how to captivate audiences and he did not hold back against Test. Ultimately, the size and strength advantage of Test proved to be too much for Shane to handle with Test dropping a devastating elbow drop to Shane for the victory.

NEXT: Money Money Money: 10 Best Matches Of Shane McMahon's Career