Shane McMahon risked it all in WWE, putting his body on the line in ways few others dared. From soaring leaps off massive structures to brutal table crashes, the following thirteen jaw-dropping moments left fans breathless and defined Shane O’Mac’s extreme legacy!
1. Elbow Drop to Shawn Michaels: Raw 2006
Shane McMahon prior to crashing through the announce table with a flying elbow on Shawn Michaels on Raw, April 17th, 2006. Photo Credit: WWE.
A flying elbow drop from the top corner executed by Shane McMahon is something that the WWE crowd loves to see.
On April 21, 2006, we saw Shane fighting Shawn Michaels in a great match at Raw.
Shane suddenly executed one of his trademark moves.
It was a dramatic elbow drop named The Leap of Faith.
Michaels was lying on the announce table while being held by Shane’s father, Vince McMahon, and fans gasped at the memorable maneuver.
2. Coast to Coast on Bobby Lashley: WrestleMania 23
Shane McMahonโs Coast to Coast dropkick to Bobby Lashley at WrestleMania 23 played a key role in the "Battle of the Billionaires" match. Vince McMahon, represented by Umaga, faced off against Bobby Lashley, who represented Donald Trump. After Lashleyโs victory, Trump and Lashley shaved Vince McMahonโs head in front of the audience on April 1st, 2007. Photo Credit: WWE.
In 2007, Vince McMahon’s feud with Donald Trump reached its climax at WrestleMania 23 in the “Battle of the Billionaires” match. The stakes were high, with each mogul’s hair on the line.
Umaga represented Vince, while Bobby Lashley fought for Trump. Although not officially part of the match, Shane McMahon made a surprise appearance to aid his father’s cause.
In a memorable moment, Shane ascended to the top turnbuckle and launched himself across the entire ring, connecting with his signature “Coast to Coast” missile dropkick on Lashley, positioned in the opposite corner.
This high-risk maneuver, widely considered Shane’s most popular finisher, showcased his willingness to put his body on the line for family and entertainment.
Despite Shane’s dramatic intervention, Lashley would win the match, leading to Vince McMahon’s infamous head-shaving.
3. The First Leap of Faith: SummerSlam 1999
The debut of Shaneโs signature Leap of Faith took place in a match against Test at SummerSlam 1999. Photo Credit: WWE.
At SummerSlam on August 22nd, 1999, Shane McMahon and Test settled their feud in a Street Fight. This match introduced one of Shane’s signature high-risk maneuvers.
During the match, Test ended up lying on the Spanish announcers’ table. Shane, seeing an opportunity, climbed to the top rope.
From there, Shane jumped off the turnbuckle and performed an elbow drop onto Test, crashing through the table. This move would later become known as Shane’s “Leap of Faith.”
The aerial maneuver showcased Shane’s willingness to take risks in the ring. It became a defining part of his in-ring style and helped establish him as a capable performer beyond his role as Vince McMahon’s son.
The show also featured other notable matches, including Mankind vs. Triple H, with Jesse Ventura as the special guest referee.
4. Shawn Michaels Superplex Through Two Tables: Saturday Night’s Main Event 2006
Shawn Michaels superplexed Shane McMahon through two tables during their Street Fight at Saturday Nightโs Main Event on March 18th, 2006. Photo Credit: WWE.
On March 18th, 2006, at Saturday Night’s Main Event XXXII in Detroit, Michigan, Shawn Michaels and Shane McMahon faced off in a Street Fight that featured a breathtaking high-risk maneuver.
Early in the match, approximately three minutes after it began, Michaels and Shane found themselves atop a ladder set up inside the ring.
With two tables positioned outside, Michaels executed a superplex on Shane, sending both men crashing through the tables to the floor below.
This spectacular spot set the tone for the rest of the match and became one of the most talked-about moments of the night.
Despite the impressive spot, Shane ultimately won the match due to interference from his father, Vince McMahon, who controversially called for the bell while Shane had Michaels in a Sharpshooter.
This high-impact moment exemplified Shane’s reputation for participating in dangerous stunts and Michaels’ ability to create memorable matches, contributing to the event’s overall success.
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5. Braun Strowmanโs Chokeslam: Greatest Royal Rumble 2018
Braun Strowman hurled Shane McMahon through the announce table during the 50-man Royal Rumble match at the Greatest Royal Rumble on April 27th, 2018. Photo Credit: WWE.
The Greatest Royal Rumble took place on April 27th, 2018, in Jeddah, Saudi Arabia. The main event featured a 50-man Royal Rumble match, which was ultimately won by Braun Strowman.
During this match, a memorable moment occurred involving Shane McMahon and Braun Strowman.
As Shane climbed to the top turnbuckle, Strowman seized the opportunity to showcase his strength.
He grabbed Shane by the throat and executed a powerful chokeslam, throwing Shane from the top rope through the announcers’ table at ringside.
The impact was significant, with the table shattering upon Shane’s landing. This not only eliminated Shane from the Royal Rumble but also became one of the most talked-about spots of the event.
6. The Undertakerโs Chokeslam: King of the Ring 2000
The Undertakerโs chokeslam sent Shane McMahon crashing through the announce table during the six-man tag team match at King of the Ring on June 25th, 2000. Photo Credit: WWE.
The King of the Ring pay-per-view event took place on June 25th, 2000, at the Fleet Center in Boston, Massachusetts.
During the match, Shane McMahon climbed to the top turnbuckle, likely intending to attack The Rock. However, The Undertaker intervened.
The Undertaker grabbed Shane by the throat and executed a chokeslam, sending Shane from the ring apron through the announce table at ringside.
The Rock’s team ultimately won the match when The Rock pinned Vince McMahon.
7. Leap of Faith on Kevin Owens: Hell in a Cell 2017
Shane McMahon dove off the Hell in a Cell onto Kevin Owens during their Falls Count Anywhere match at Hell in a Cell on October 8th, 2017. Photo Credit: WWE.
The Hell in a Cell pay-per-view event occurred on October 8th, 2017, at the Little Caesars Arena in Detroit, Michigan.
The main event highlighted Shane McMahon facingย Kevin Owens in a Falls Count Anywhere Hell in a Cell match, concluding their feud.
During the match, both competitors battled inside and outside the cell structure, using various weapons and risky maneuvers.
Near the end of the match, Shane climbed to the top of the cell with Owens lying on an announcer’s table below. Shane attempted his signature Leap of Faith from this extreme height.
However, in a turn of events, Sami Zayn intervened and pulled Owens off the table just as Shane jumped, causing Shane to crash through the empty announcer’s table.
Zayn then placed Owens on top of the fallen Shane, allowing Owens to secure the pinfall victory.
This match received a 4.25-star rating from wrestling journalist Dave Meltzer, making it Shane McMahon’s highest-rated singles match according to Meltzer’s ratings.
8. Falling from the Titantron: SummerSlam 2000
Shane McMahon took a memorable fall from the top of the Titantron during his Hardcore Championship match against Steve Blackman at SummerSlam on August 27th, 2000. Photo Credit: WWE.
SummerSlam 2000 took place on August 27th, 2000, at the PNC Arena in Raleigh, North Carolina.
The event would feature a memorable Hardcore Championship match between Shane McMahon and Steve Blackman.
During the match, Blackman chased Shane up the Titantron structure. At the top, Blackman struck Shane three times with a kendo stick.
Shane then fell backward off the Titantron, plummeting approximately 50 feet onto a padded area below.
Following Shane’s fall, Blackman climbed down part of the structure and jumped from about 25 feet high, delivering an elbow drop to Shane.
Blackman then pinned Shane to win the match and become the new Hardcore Champion. The official match time was 10:07.
This moment became one of the most memorable spots in SummerSlam history, showcasing Shane’s willingness to take extreme risks.
9. Leap of Faith off a Cage on The Undertaker: WrestleMania 32
Shane McMahonโs Leap of Faith missed its mark as The Undertaker moved, causing Shane to crash through the announce table at WrestleMania 32 on April 3rd, 2016. Photo Credit: WWE.
WrestleMania 32 took place on April 3rd, 2016, at AT&T Stadium in Arlington, Texas.
The event featured a Hell in a Cell match between Shane McMahon and The Undertaker.
During the match, Shane climbed to the top of the cell structure, which stood approximately 20 feet high.
The Undertaker was positioned on a broadcast table below. Shane attempted his signature Leap of Faith from the top of the cell.
However, The Undertaker moved out of the way at the last moment, causing Shane to crash through the broadcast table.
Despite the devastating fall, Shane continued to motion for The Undertaker to “bring it” before ultimately losing the match.
This moment became one of the most memorable spots in WrestleMania history, showcasing Shane’s willingness to take extreme risks in high-profile matches.
10. Failed Titantron Leap: Unforgiven 2003
Shane McMahonโs daring Leap of Faith from the top of the Titantron failed during his Last Man Standing match with Kane at Unforgiven on September 21st, 2003. Photo Credit: WWE.
The Unforgiven pay-per-view event took place on September 21st, 2003, at the Giant Center in Hershey, Pennsylvania.
The event featured a Last Man Standing match between Shane McMahon and Kane, stemming from Kane’s attacks on Jim Ross and the McMahon family.
During the match, both competitors engaged in a brutal contest that saw them fighting throughout the arena.
In the closing moments, Shane climbed to the top of the Titantron structure, attempting his signature Leap of Faith move onto Kane.
However, Kane managed to dodge the attack, causing Shane to crash to the floor below.
Unable to answer the referee’s ten count, Shane lost the match to Kane.
11. Ambulance Coast to Coast on Kane: Survivor Series 2003
Shane McMahon landed a Coast to Coast on Kane during their brutal Ambulance Match at Survivor Series on November 16th, 2003. Photo Credit: WWE.
Survivor Series 2003 took place on November 16th, 2003, at the American Airlines Center in Dallas, Texas.
The event featured an Ambulance Match between Shane McMahon and Kane, continuing their feud that began when Kane attacked Shane’s mother, Linda McMahon.
During the match, Shane and Kane battled throughout the arena, using various weapons and the environment to inflict damage on each other.
In a memorable spot, Shane placed a trash can in front of Kane’s face as he lay on the floor. Shane then climbed to the top of the ambulance.
From this elevated position, Shane executed his signature Coast to Coast dropkick, launching himself across the length of the ambulance and driving the trash can into Kane’s face.
Despite this spectacular moment, Kane ultimately won the match by delivering a Tombstone Piledriver to Shane on the concrete floor and then throwing him into the ambulance.
This match marked the culmination of their feud, which had included several over-the-top moments and encounters over the preceding months.
12. Coast to Coast on Vince McMahon: WrestleMania X-Seven
Shane McMahon delivered a Coast to Coast on his father, Vince McMahon, during their Street Fight at WrestleMania X-Seven on April 1st, 2001. Photo Credit: WWE.
Shane and his father, Vince, were involved in a feud back in 2001.
A Street Fight between them at WrestleMania X-Seven was decided with Mick Foley as special referee.
In the final moments, Foley attacked and sat Vince in the corner with a trash can in his face after a beating.
Shane climbed the top corner and executed his signature Coast to Coast to the trash can into Vince’s face to win the match.
13. Leap from the Titantron on Big Show: Backlash 2001
Shane McMahon performed a Leap of Faith from the Titantron onto Big Show during their Last Man Standing match at Backlash on April 29th, 2001. Photo Credit: WWE.
Backlash 2001 took place on April 29th, 2001, at the Allstate Arena in Rosemont, Illinois.
The event featured a Last Man Standing match between Shane McMahon and Big Show, continuing their feud that stemmed from Shane’s purchase of WCW.
During the match, Big Show dominated Shane for much of the contest due to his significant size advantage.
The tide turned when Test, a former rival of Big Show, interfered in the match and attacked the giant.
With Big Show incapacitated, Shane climbed to the top of the Titantron structure.
From this height, estimated to be over 30 feet, Shane executed an elbow drop onto Big Show.
Test then helped Shane to his feet before the 10-count, allowing him to win the match.
This moment cemented his reputation for taking extreme risks that would define his legacy in professional wrestling.
Shane McMahon: WWEโs Ultimate Risk-Taker
From epic leaps to jaw-dropping crashes, Shane McMahon risked it all for WWE! Photo Credit: WWE.
Shane McMahon’s legacy in WWE isn’t built on championship reigns or technical wrestling prowess but on heart-stopping stunts that redefined risk-taking in professional wrestling.
Despite not being a full-time performer, his willingness to put his body on the line has cemented his place in WWE history.
From his signature Coast to Coast dropkick to the infamous Leap of Faith from towering structures, Shane O’Mac consistently pushed the boundaries of what was considered possible or safe in the ring.
His high-risk, high-reward moments, such as diving off the Titantron or leaping from the top of Hell in a Cell, have become iconic parts of WWE lore.
These death-defying stunts, performed with a mix of reckless abandon and calculated risk, earned Shane the respect of fans and fellow wrestlers alike.
His contributions to memorable matches and moments, often at great personal risk, ensure that Shane McMahon’s extreme legacy will be remembered and celebrated for generations to come.
You might be wondering, “What about that infamous match Vince McMahon almost stopped?” While Shane’s street fight against Kurt Angle at King of the Ring 2001 didn’t make this list, it deserves its own spotlight.
This brutal encounter pushed the boundaries of violence in WWE’s modern era, featuring multiple attempts to suplex Shane through glass panels and leaving both wrestlers hospitalized. Vince McMahon was so concerned that he nearly intervened multiple times during the match.
Curious about the match that almost gave the WWE Chairman a heart attack? Check out the full story of Kurt Angle, Shane McMahon, and the match that panicked Vince McMahon here!
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