The Undertaker
While The Phenome holds a WrestleMania streak, he also holds the record of claiming the most number of victories at SummerSlam. The greatest wins of The Undertaker at this show should include two of the most recent appearances, defeating Edge inside Hell in a Cell structure and tapping out Brock Lesnar. Although, he suffered a record number of losses the classic bouts like the first-ever Boiler Room Brawl against Mankind and back-to-back WWE Championship main events against Bret Hart and “Stone Cold” Steve Austin helped her to become the greatest sports entertainer of all-time.
Shawn Michaels
While The Heart Break Kidd already is helmed as Mr. WrestleMania why can’t we just put him in the same spot at SummerSlam? After all, he’s beaten the likes of Triple H, Vader, and WWE Hall of Famers Mr. Perfect and Razor Ramon on this stage. Michaels also claims a tag team victory against The McMahons at The Biggest Event of the Summer while his showcasing bout against Hulk Hogan ended in a losing effort. But both of these remain as one of the most memorable performances in SummerSlam history.
