I think the award has to go to Stu Feiner:
http://www.rgtonline.com/newspage2/Politics/detail.psp.q.All.e.(!0001877d!).a.htm
http://www.sportsadvisors.com/stufeiner.html
I remember watching this guy on TV just shouting into the TV about his picks, and acting like a total idiot. What a total loser.
Kevin Duffy is pretty obnoxious too.
As for total sleaze, I remember Mike Warren has a pretty crummy rep. He had a show with LT and Buddy Ryan a few seasons ago.
Dan Pastorini has been sued by the NFL for saying he had info from NFL sources; then there’s that other paragon of virtue, Mark Gastineau, who ran ads for a service too.
Any other good ones you’ve seen?