Al Snow vs. Bob Holly - St. Valentine's Day Massacre: In Your House (1999)
It was either this or Al Snow wrestling himself.
Seriously though, this match actually came about because Al Snow decided to wrestle himself for the Hardcore title one night on Raw. It wasn't too long after Al had smacked his head with the microphone, hit himself with a chair, fire extinguished his face, broke a broom over his dome, and moonsaulted a table did his J.O.B. squad teammate, Bob Holly come out to talk some sense into him.
Sense was something Al could not grasp at this time however, and a hardcore match was set up at the Valentine's Day themed In Your House PPV between the two teammates, thus ending the J.O.B. Squad and turning Bob Holly into 'Hardcore' Holly.
Also at this time, Al Snow and Road Dogg were co-holders of the Hardcore title. Since Road Dogg was "injured backstage" and couldn't compete, the title was stripped of him and up for grabs in this match.
This match is pretty much a lost gem brought back to life by the WWE after they put it on their Falls Count Anywhere compilation DVD released earlier this year. It features Al and Bob fighting all over the arena, even outside and into the Mississippi River where Bob ends up wrapping Al in some wire fencing for the win.
Overall reaction to the match: While I remember renting this event on VHS at a local Blockbuster by my house as a kid, I truthfully can not recall watching this match. I remember the Blue Meanie/Bluedust/Goldust match, The Last Man Standing match between Mankind and The Rock, and, more clearly than the rest, the steel cage main event match between Mr. McMahon and Stone Cold where Paul Wight (Big Show) climbs out from under the mat and slams the rattlesnake right out of the cage... But I do not remember this match.
It happened though, and this is proof.
This is the match that Bob Holly really cemented himself as "hardcore". Before this he was a jobber/NASCAR driver named Thurman "Sparky" Plugg, a member of the failed attempt at a new 'Midnight Express' as "Bombastic Bob", or just a midcard wrestler in a jobber faction. So after winning this match and proving himself to be hardcore material, Bob became actully became somebody. he became Hardcore Holly, a very rough and tough SOB.
Here's to two of the most underrated superstars in WWE history.
Bonus: "Bob Holly becomes the fourth hardcore "CHAMPIONSHIP" in WWF history." - Thanks Michael Cole for that wonderfully botched analysis.