Guest Stars Daniel Sauli as Tommy Longo Olivia Luccardi as Melissa Andrea-Rachel Parker as Bernice Kim Director as Shay Method Man as Rodney Ralph Macchio as Officer Haddix Jamie Neumann as Ashley David Krumholtz as Harvey Wasserman Thaddeus Street as Black Frankie Don Harvey as Danny Flanagan Anwan Glover as Leon Aaron Dean Eisenberg as Todd Lang Kayla Foster as Barbara Genevieve Hudson-Price as Jocelyn Pernell Walker as Ruby "Thunder Thighs" Ari Kappatos as George Michael Kostroff as Rizzi Gino Vento as Carlos Ngozi Anyanwu as Rochelle Tariq Trotter as Jerry Love Saul Stein as Marty Hodas Garry Pastore as Matty "The Horse" Shaun O'Hagan as Lieutenant Gerald Sweeney E.J. Carroll as Fat Mooney Ed Moran as Capt. Peter McDonagh Danielle Burgess as Tiffany James Ciccone as Carmine Patriccia Brian McCarthy as Greg Kate Levy as Harriet Parker John Paul Harkins as TBD Colin Moss as Well-Heeled John Kersti Bryan as Connie Kendall Lloyd as Man in Suit Jay Ferraro as Raincoater #1 Nick Addeo as Raincoater #2 Ryan Bauer-Walsh as Fan #1 Jack Gindi as Salesman Joe Deborah Twiss as Mindy Hayden Clifton as TBD Danny Zuhlke as TBD Jacklyn Collier as TBD Malachy Cleary as TBD Matt Giroveanu as TBD Charlie Fersko as TBD David T. Zimmerman as Businessman Nicholas Feitel as Nervous John Stephen DeRosa as Factory Manager John Dinello as Vinny "The Chin" Gigante
