4. Mark Henry
Mark Henry actually turned out to be a decent wrestler and talker, circa 2011... for the 15 years before that he was astoundingly awful. Despite his limitations, the big man somehow ended up facing The Undertaker at WrestleMania 22 in 2006. The feud came about because Henry cost Taker the WWE title, smashing the Deadman up when he had been seconds away from besting Kurt Angle for the championship. This then led to Undertaker challenging Henry to a casket match of all things. This just made the feud even worse, not only was Taker having to work with a terrible wrestler, he was also having to work with a cartoon era gimmick. The buildup plodded through all the supernatural motions you would expect around the casket, failing to excite anybody. Taker inevitably won the feud, throwing Henry into an oversized coffin which emphasised the silliness of this feud.