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#3 Gillberg
Duane Gill has a historic career as a jobber. Debuting with the then-WWF in 1991, he was losing from day one. Falling to the likes of the Undertaker, Kerry Von Erich, Sgt. Slaughter and more, Gill was a career loser.
Even when he formed a tag team with Barry Hardy, he could only manage a loss to whatever team stood across the ring from him. After a 4-year stint in the company, Gill left but returned in 1998. He came in with McMahon building him up as a man with a win/loss record that no other man could match.
However, this was only to hype up Mankind’s match in a tournament to crown a new WWF champion. Mankind quickly disposed of Gill, who went on to join the J.O.B. Squad.
The J.O.B. Squad was a, debatably, lovable band of losers consisting of Gill, Al Snow, 2 Cold Scorpio, and Bob Holly. While he’s well known for the J.O.B. squad, Gill is more known for being the parody of Goldberg, Gillberg.
Gill acquired this gimmick after beating Christian on November 17, 1998, for the Light Heavyweight Championship.
After one of the biggest upsets of the Attitude Era, the original plan was for Gillberg to mirror Goldberg’s winning streak of 173 consecutive wins... by losing 173 times. Gillberg rarely won with his new gimmick, and all but killed whatever prestige the light heavyweight title had at the time.
Gillberg has made sporadic appearances since his departure in 2001. He came back in 2003 so Goldberg could finally get his hands on him, and most recently was beaten up by Kevin Owens, who is also in a feud with Goldberg at the moment.
With a win/loss record as bad as Gillberg’s, his title win has got to be one of the biggest moments in jobber history.
