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WrestleMania 37 is mere weeks away and WWE is currently building up the card on its weekly shows. WrestleMania will feature some of WWE's biggest current Superstars. Just like last year, this year's Show of Shows is set to be a two-night event.
The first WrestleMania took place at Madison Square Garden in 1985 and was a huge success. WrestleMania has been going strong for the past 36 years and has become the biggest pro-wrestling event of the year. It is a stage where legends are made and careers come to an end.
A long list of WWE greats has graced the ring at WrestleMania over the years. Every WWE Superstar heads into the ring at a WrestleMania with one goal in their mind: picking up a win on The Grandest Stage Of Them All. Not everyone gets their wish all the time, though.
We'll now take a look at five WWE Superstars who have lost the most number of matches at WrestleMania.
#5 Randy Orton (10 WrestleMania losses)
Randy Orton made his WrestleMania debut at the 20th edition of The Show of Shows in 2004. The Viper was a young gun at the time and had a bright future ahead of him. Orton, Batista, and Ric Flair defeated The Rock and Mick Foley at WrestleMania XX, with Orton picking up the win.
The following year, Orton suffered his first loss at the event against The Undertaker. In 2006, Rey Mysterio defeated Orton and Kurt Angle in a World Heavyweight Championship match at WrestleMania 22.
Orton lost a Money in the Bank Ladder match at next year's event. He headlined 2009's mega-event with Triple H and failed to win the WWE Championship on that night. Orton lost three straight matches in 2012, 2013, and 2014.
He wasn't featured on the WrestleMania 32 card. Orton lost a Fatal 4-Way US title match at 'Mania 34, with Jinder Mahal coming out victorious.
Another loss followed the following year, with Orton losing a singles match to AJ Styles. Last year, Orton lost a Last Man Standing match to his former best friend Edge.
It looks like Orton will battle The Fiend at this year's event. Will The Viper manage to improve his record this year or will he suffer another loss at The Show of Shows?
#4 Shawn Michaels (11 WrestleMania losses)
Shawn Michaels' first two matches at WrestleMania saw him losing two consecutive tag team bouts. At WrestleMania IX, he lost to Tatanka via countout. This was followed by an Intercontinental Championship loss to Razor Ramon in 1994.
The Heartbreak Kid failed to defeat Diesel for the WWE Championship at WM XI. He lost the WWE Championship to rising Superstar Stone Cold Steve Austin at WrestleMania XIV. Michaels would go on a four-year hiatus following the loss.
Michaels won his return match at The Show of Shows against Chris Jericho in 2003. He lost at the next two events to Chris Benoit and Kurt Angle, respectively. Michaels lost a WWE Championship main event to John Cena in 2007.
At WrestleMania 25 and 26, Shawn Michaels would lose two straight matches to The Undertaker. The second one was his final WrestleMania outing.
Michaels did return for a tag team match in Saudi Arabia eight years later. He hasn't wrestled a match ever since, and it's safe to say that Michaels is done with pro-wrestling for good.
#3 Kane (11 WrestleMania losses)
Kane has recorded a whopping 11 losses at WrestleMania. The Big Red Machine made his WWE debut in 1997 and wrestled The Undertaker in a losing effort at 'Mania XIV. His next loss at The Show of Shows came in 2002 against Kurt Angle. Kane lost another match against a returning Undertaker in 2004.
He lost the very first Money in the Bank Ladder match in 2005. WrestleMania 23 saw The Great Khali defeat Kane in a battle of the giants. He lost two consecutive Money In The Bank Ladder matches in 2009 and 2010.
Kane and The New Age Outlaws suffered a squash loss to The Shield at WrestleMania XXX in 2014. In 2015, 2016, and 2018, Kane appeared in the annual Andre The Giant Memorial Battle Royale and lost all three matches.
Kane became a part-time Superstar and then moved away from the pro-wrestling world to pursue a political career. Kane has made several one-off appearances for WWE over the years. He is a sure-fire future Hall of Famer despite not having an impressive WM record.
#2 Big Show (12 WrestleMania losses)
Big Show's first WrestleMania appearance came in 1999, a short while after his WWE debut, where he suffered a DQ loss to Mankind. Next year's WrestleMania saw The World's Largest Athlete getting a main event spot for the WWE Championship, where he failed to win the gold. Kane defeated Raven and Big Show at WrestleMania X-7 to win the Hardcore title.
Big Show lost three consecutive matches in 2003-2005 against The Undertaker, John Cena, and Akebono. He lost to popular boxing star Floyd Mayweather at WrestleMania 24. Big Show and Edge lost a WWE title match at 2009's event, with John Cena coming out victorious. The Shield made their debut at The Grandest Stage of Them All in 2013 with a win over Big Show, Randy Orton, and Sheamus.
In 2014, 2016, and 2017, Big Show appeared in the annual Andre The Giant Memorial Battle Royale and suffered losses in all three bouts. The WWE legend hasn't competed at The Show of Shows ever since.
Big Show recently made his big debut in All Elite Wrestling. He had an incredibly successful career in WWE, but the company mostly used him to put over other talents at WrestleMania.
#1 Triple H (13 WrestleMania losses)
Triple H suffered an embarrassing squash loss in his first WrestleMania against The Ultimate Warrior. In 1999, Triple H lost a singles match to Kane via DQ. The Undertaker advanced his Streak in 2001 by picking up a win over Triple H. The Game went on to lose three straight main events during 2004-2006 with losses against Chris Benoit, Batista, and John Cena.
Another loss came in 2008 when Randy Orton defeated Triple H and Cena at WrestleMania 24. Triple H lost two consecutive WrestleMania matches to The Undertaker in 2011 and 2012. At WrestleMania XXX, Daniel Bryan scored a big win over The Game in the opening match of the show.
Triple H won the WWE World title at Royal Rumble 2016 and lost it to Roman Reigns in the main event of WrestleMania 32. The next year, he lost to another Shield member when Seth Rollins put him down in the middle of the ring.
In 2018, Ronda Rousey and Kurt Angle defeated Stephanie McMahon and Triple H in a Mixed tag team match at The Show of Shows. Triple H hasn't wrestled at the event since his win over Batista in 2019.
