4 Superstars Triple H has never beaten one-on-one
#2 Roman Reigns
The Big Dog defended his WWE World title in a "One vs All" Royal Rumble match in 2016. In a shocking turn of events, Triple H entered in at number 30 and proceeded to eliminate Roman Reigns, making sure that we would be getting a brand new champion at the end of the match.
The Game threw out Dean Ambrose to win the whole thing and became World champion after a long hiatus from the main event scene. Triple H was now a 14-time World champion. He faced Roman Reigns in the main event of WrestleMania 32 and went on to lose the match, to a chorus of boos. Reigns spent the next two years trading the title back and forth with the likes of Lesnar and Rollins. Unfortunately for Triple H, this was his final reign as World champion and he never got his win back against The Big Dog.