The World Wrestling Entertainment (WWE) company has witnessed a star-studded lineup of WWE superstars and their spine-chilling rivalries inside the ring. Often hailed as the most prestigious wrestling platform in the world, World Wrestling Entertainment (WWE) is followed by millions of wrestling aficionados from all over the world. The decades-old history of the WWE has witnessed numerous blood-curdling rivalries, high-octane action-packed matches and spine-chilling storylines that have often left the fans in a state of utter shock and disbelief.
Well, a few of the legendary WWE stalwarts have also earned enormous fame and recognition from millions of wrestling aficionados from all over the world for clinching the highest number of pay-per-view (PPV) and premium live events (PLE) in their star-studded wrestling careers with the World Wrestling Entertainment (WWE) company.
In this article we will take a look at the top four legendary WWE wrestlers who have won the most PPV and PLE events in the history of the wrestling company.
Top 4 WWE Superstars With Most PLE/PPV Wins
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The Undertaker – 107 Wins
The legendary American retired professional wrestler Mark William Calaway, often popularly referred to as “the Undertaker” by millions of his fans from all over the world, is at the first spot on our list of the top four WWE superstars who hold the record for the highest number of PLE/PPV victories.
Throughout his star-studded wrestling career with the World Wrestling Entertainment (WWE) company which spanned over decades, Mark William Calaway, aka the Undertaker, fought across a total of 181 pay-per-view matches and clinched a record total of 107 out of them, speaking volumes about his unwavering dominance on the platform. Although Mark William Calaway has officially announced his departure from the world of professional wrestling, his legacy continues to reverberate in the annals of WWE.
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John Cena – 100 Wins
At the second spot in our list of the top four legendary WWE wrestlers who have won the most PPV and PLE events in the history of the wrestling company, we have the trailblazing american professional wrestler John Cena. Often regarded as one of the most influential wrestlers in the history of the World Wrestling Entertainment (WWE) company, John Cena is a record 17-time world champion.
Throughout his star-studded professional wrestling career, John Cena clinched a total of 100 pay-per-view events and established himself as a star wrestler with the second-highest number of PPV/ PLE victories as of September 2025. The 17-time world champion, John Cena, claimed his 100th PPV/ PLE win after he defeated AJ Styles most recently in 2025 in an iconic and memorable showdown.
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Triple H – 92 Wins
Next, at the third spot on our list of the top four WWE superstars who have held the record for the highest number of PLE/PPV victories, we have the iconic American business executive and former professional wrestler, Paul Michael Levesque, often popularly referred to by his ring name “Triple H”.
Widely regarded as one of the greatest professional wrestlers of all-time, Triple H fought across a spine-chilling total of 180 pay-per-view and Premium Live Events (PLE) and witnessed a record total of 92 PPV/PLE matches and continues to be at the third spot in the list of top four WWE wrestlers with the most PPV/PLE victories. Although Triple H has already announced his retirement from the world of professional wrestling, the unmatched legacy that he has left behind will undoubtedly continue to resonate in the realms of the WWE arena for decades to come.
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Randy Ortan – 81 Wins
Finally, at the fourth spot in our list of the top four legendary WWE wrestlers who have won the most PPV and PLE events in the history of the wrestling company, we have the trailblazing American professional wrestler Randy Ortan, who is often hailed as one of the most lethal wrestlers of all-time. Randy Ortan has already witnessed a glorious wrestling career that spans over two long decades and continues to flourish defying the odds of age and injuries.
Throughout his glorious wrestling career with the World Wrestling Entertainment (WWE) company so far, Randy Ortan has clinched a record total of 81 PPV/PLE matches as of September 2025, ranking him at the fourth spot on our list and placing him on the list of elite WWE wrestlers.
