8 Times Triple H Thought WWE Royal Rumble SUCKED

8. Jobbing To A Garbage Man

These entries will be in chronological order, and with good reason - it's important to go on a journey with the one time Hunter Hearst Helmsley and experience his Rumble misery on a timeline. In 1996, Trips worked his first one, and it was...well...he lost to a bin man.

Oh, sorry. He lost to a bin man on the pre-show.

Hunter jobbed to Duke Droese (who was called "Duke The Dumpster" in match graphics) on the '96 Rumble's 'Free For All' portion. Mr. Perfect tried to put him over on co-comms that night, but nothing could save Helmsley from the indignity of losing to a Superstar regular who was struggling to get over as a babyface.

Sure, Triple H did get to work a full 48 minutes in the Rumble match later, but staring at the lights for a garbage man was one of the early low points from his WWF/WWE career. Things would be on the up and up from here on out, right? Right?!