9. Tom Brandi
Tom Brandi didn't enjoy a particularly long stint with WWF in the 90s, lasting just two years from 1996 to 1998. However, in that time he established himself as one of the most groundbreaking jobbers in history. Why? Because he was specifically called out for being a jobber on Raw. While feuding with Marc Mero (over the services of valet Sable), Brandi - or 'Salvatore Sincere' - was explicitly referred to as a jobber, a pretty blatant example of fourth-wall breaking from the Marvellous One. Tom then wrestled under his own name, and actually picked up a victory over Mero (via countout), but achieved nothing of further note in WWF. His last act of note was entering at number three in the 1998 Royal Rumble match, before being eliminated in just 12 seconds by Cactus Jack and Chainsaw Charlie.