10 WWE Legends Who Had AWFUL Pay-Per-View Debuts

10. Triple H (SummerSlam 1995)

Triple H SummerSlam 1995

As Curt Hawkins might say, it's time to face the facts: Hunter Hearst Helmsley wasn't over before he aligned with Shawn Michaels and formed D-Generation X. Pre-1997, and even for most of that year, Helmsley was a struggling mid-carder who had decent matches. That was about it.

SummerSlam 1995 marked his pay-per-view bow against Bob Holly, a man moonlighting as a race car driver who wrestled on the side. The seven-minute match they worked was solid aside from some sloppy spots, but it would have been more at home on Superstars than the summer's biggest card.

For their part, fans in Pittsburgh didn't care a jot.

They'd just witnessed a surprise hit from The 1-2-3 Kid and Hakushi. That opener offered something different to the usual WWF fare while Triple H vs. Holly didn't, and (rather quickly) this snooty new heel looked like he had quite the task on his hands convincing anyone he was a heat-seeker.


Lifelong wrestling, video game, music and sports obsessive who has been writing about his passions since childhood. Also a pro wrestling commentator and former manager with a love of sparkly jackets.