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