The Pay-per-views in WWE are monthly premium live events which are really important for the storylines. However, except for Monday night RAW and Friday Night SmackDown, WWE perform various live events weekly which don’t get properly telecasted. All the WWE superstars want themselves to get on the card for these pay-per-views. But as a fact, a superstar can’t win always.
Winning and losing are two sides of a coin just like heads and tails. Consequently, a superstar can lose because of many reasons, such as the elevation of a babyface or heel, or to build a storyline. So, come with us as we take a look at the superstars who have been on the losing side for most time in pay-per-views.
The 10 Superstars With The Most PPV Losses In WWE History
10. Rey Mysterio – 68 Losses
![Rey Mysterio](http://howdysports.com/wp-content/uploads/2022/07/REY-1024x576.jpg)
Rey Mysterio is a legend of Pro Wrestling. The shortest big man has given the fans a lot of huge moments that they can’t forget anytime soon. With his glorious Royal Rumble triumph as well as the WrestleMania heroics, fans have loved him always. Being a babyface always, Rey Mysterio has lost matches in order to make the storyline more credible. His first-ever loss came at SummerSlam 2002 against Kurt Angle.
9. The Undertaker – 69 Losses
![WWE Superstars Triple H the Undertaker](http://howdysports.com/wp-content/uploads/2022/11/WWE-Superstars-Triple-H-the-Undertaker-1024x576.jpg)
Watching the Undertaker on this list might be a little weird for several fans. The Deadman has been connected to WWE for almost three decades. And in those 30 years, he has competed in several matches, so losing also makes sense. His first-ever loss in pay-per-view came at Royal Rumble in 1991.
8. Kofi Kingston – 75 Losses
![Kofi Kingston](http://howdysports.com/wp-content/uploads/2022/12/image-35-1024x576.png)
Kofi Kingston has a different type of glory in pro wrestling. He’s been a WWE Champion, a showstopper at Royal Rumble, a tag team champion, Intercontinental Champion and what not? He’s also on the list of most loved superstars in the business. However, he has mostly been on the losing side. His first pay-per-view loss came in SummerSlam 2008.
7. Triple H – 81 Losses
![](http://howdysports.com/wp-content/uploads/2023/01/Triple-H-1024x576.jpg)
Getting a win over Triple H during his reign of Terror was a dream for several superstars. However, working as a heel, Hunter does not have a great win-loss record in pay-per-views. His first defeat came in Survivor Series 1995. Moreover, Triple H hung his boots in WrestleMania 38.
6. Dolph Ziggler – 82 Losses
![Dolph Ziggler](http://howdysports.com/wp-content/uploads/2022/12/Dolph-Ziggle-1024x576.jpg)
The “Show Off” Dolph Ziggler is a great talent. His athleticism and consistency have always attracted the audience. The promotion has mostly used Ziggler in order to give a push to other babyface superstars. The Show Off’s first defeat in the Pay-per-views came against D-Generation X at Vengeance in 2006.
5. Chris Jericho – 87 Losses
![Chris Jericho](http://howdysports.com/wp-content/uploads/2022/11/Chris_Jericho_bio-ea17c65d7523d574ca3950efb6083060-1024x576.jpg)
Undoubtedly, Chris Jericho had a wonderful career in the business. Y2J’s win over The Rock and Texas Rattlesnake Stone Cold Steve Austin will surely be a highlight of his illustrious career. Just like others on the list, Jericho has also worked a lot as a heel in the business.
4. The Miz – 88 Losses
![The Miz](http://howdysports.com/wp-content/uploads/2022/12/The-Miz-1024x576.jpg)
The Miz is highly underappreciated for what he has done for WWE. The A-lister is the type of superstar that fans love to hate. He has been following the same gimmick almost since his debut in the business. However, the company once tried making him a face, but they suffered a terrible reaction from the audience. The Miz’s work as a “cowardly heel” has always added fun in storylines.
3. The Big Show – 88 Losses
![](http://howdysports.com/wp-content/uploads/2023/01/wwe-big-show-paul-wight-return-1024x576.jpg)
The Big Show has been regarded as the World’s Largest Athlete. His size has always worked as a boon as well as a bane for the superstar. The Big Show’s size helped him in becoming a dominant force in the company. On the other side, defeating a huge superstar can increase a wrestler’s credibility among fans. His first pay-per-view loss came against Mankind in WrestleMania 15 by disqualification.
2. Randy Orton – 98 Losses
![Randy Orton](http://howdysports.com/wp-content/uploads/2022/12/Randy-Orton-1024x576.jpg)
Randy Orton’s consistency as well as agility made him a top star in the company. Orton is among the few generational talents who managed to get out of their father’s career shadows. Since his arrival in the business, Orton has majorly served as a heel. Consequently, heels don’t have a good win-loss ratio. So, it’s understandable that why the Venom is on the second spot on the list.
1. Kane – 109 Losses
![Kane](http://howdysports.com/wp-content/uploads/2022/11/Kane-1024x576.jpg)
The Big Red Machine of Destruction has competed in the most number of matches for WWE. And as a result of that, a place for him was already predicted by most on this list. But the stat will not hinder his legacy as The Devil’s Favorite Demon by even a single per cent. He lost his first pay-per-views match against Bret “The Hitman” Hart in SummerSlam as Isaac Yankem DDS.
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