Randy Orton is poised to make WWE history at the upcoming SummerSlam event in August by competing in his 17th match at the show, breaking the existing record he shares with the Undertaker. Known as “The Viper,” Orton first appeared at SummerSlam in 2003 as part of the Evolution faction, marking the beginning of a long-standing connection with WWE’s annual summer showcase.
Beginning with an Elimination Chamber match against Triple H, Shawn Michaels, Goldberg, Kevin Nash, and Chris Jericho, Orton’s SummerSlam journey has spanned more than two decades. This August’s 38th edition will be the first time SummerSlam is a two-night event, with Orton set to participate in a tag team match that pairs him with singer Jelly Roll against Drew McIntyre and YouTube personality Logan Paul.
Orton’s SummerSlam History and Rivalries
Since his debut, Orton has competed in 16 SummerSlam matches, equaling the record previously held by the Undertaker, known as “The Deadman.” His upcoming appearance will set a new benchmark for the most matches fought at this marquee WWE event. The rivalry involving Orton, McIntyre, Jelly Roll, and Paul has been developed intensely over recent weeks, highlighted by a segment on Jimmy Kimmel Live! where both sides clashed and Jelly Roll notably chokeslammed Logan Paul through the host’s table during the broadcast.

Orton’s Landmark Achievement as Youngest WWE World Champion at SummerSlam
Randy Orton also holds the distinction of being the youngest WWE World Champion, a title he earned at the age of 24. This milestone took place during the 2004 SummerSlam, where he faced Chris Benoit for the World Heavyweight Championship. The match received considerable acclaim from critics and fans alike. Not long after, Orton was betrayed by his own faction, Evolution, which led him to become a fan favorite for the first time in his career.
Context of Main Event Pairings and WWE Storylines
Orton’s upcoming contest at SummerSlam is part of a broader narrative WWE has built around alliances between wrestling stars and celebrities, aiming to blend mainstream appeal with established talent. His partnership with Jelly Roll, who recently hosted a televised segment including Orton, introduces someone new to the wrestling audience, while their opponents combine established wrestler Drew McIntyre with influencer Logan Paul, whose involvement has drawn significant media attention.
SummerSlam’s Evolving Significance in WWE Programming
As one of WWE’s largest events, SummerSlam continues to expand its presence. The decision to hold the event over two nights in 2024 reflects the company’s efforts to increase fan engagement and deliver a diverse array of matches. Orton’s record-breaking participation underscores his longevity and importance within WWE, serving as a milestone of sustained success in an industry marked by physical and competitive challenges.
This record-breaking match will likely solidify Orton’s legacy within WWE history, demonstrating his resilience and consistent top-tier performance across decades. WWE audiences can look forward to this significant moment amid a roster full of rising stars and veteran performers.
Our Reader’s Queries
Q. Is WrestleMania or SummerSlam bigger?
A. SummerSlam is a yearly professional wrestling event organized by WWE, the largest wrestling company worldwide, starting in 1988. Known as “The Biggest Party of the Summer,” it is seen as WWE’s second most important event, right after their main event, WrestleMania.
Q. Is SummerSlam still 2 nights?
A. John Cena, the Undisputed WWE Champion, faces Cody Rhodes in a rematch at WrestleMania. This event will take place at New Jersey’s MetLife Stadium. It will be the first time SummerSlam is held over two nights, happening on Saturday, August 2, and Sunday, August 3, 2025.
