For me the worst episode, by far, was "Chasing It," I remember seeing it when it first aired on HBO back in the day, and it's not aged well with the shaky L&O handheld cam and Tony OUTTA NOWHERE as a degenerate gambler.

I didn't mind so much the Fran Felstein episode "In Camelot," in that she was kinda ground zero for the heat between Tony and Phil, what with that racetrack, that would gradually explode.