Top 50 Greatest Wrestling Heels of all time

10. Triple H

Triple H’s career spans multiple eras of wrestling, and he has managed to remain one of the most hated characters in the business through all of it. In the Attitude Era of the late 1990s and early 2000s, Triple H was the cocky but cowardly champion who basically controlled the WWF.

In 2000, we learned he masterminded a plot to run over “Stone Cold” Steve Austin in a reveal that made announcer Jim Ross ask “Why Triple H? Why?!”

When his best friend, Shawn Michaels, returned after a four-year hiatus in 2002, Triple H greeted him with a Pedigree.

As the leader of Evolution, he once again dominated the WWE as World Heavyweight Champion on the Raw brand from late 2002 to early 2005.

He turned face for several years until SummerSlam 2013 when he Pedigreed Daniel Bryan, and the fans’ hopes, into the mat just after the underdog had won the WWE Championship. For the next year, he served as the villainous on-screen boss in a fictionalized version of his real-life role as COO of the company until Dolph Ziggler and Sting stripped him of his power at Survivor Series 2014 by leading Team Cena to a win over Team Authority.

Eric Bischoff literally gifted him the World Heavyweight Championship in 2002. Some fans think he buries talent that doesn’t fit his supposed model of what a wrestler should be. Just Google “Triple H shovel” and you’ll get the idea.