Guest Stars Daniel Sauli as Tommy Longo Olivia Luccardi as Melissa Mustafa Shakir as Big Mike Andrea-Rachel Parker as Bernice Kim Director as Shay Method Man as Rodney David Krumholtz as Harvey Wasserman Don Harvey as Danny Flanagan Thaddeus Street as Black Frankie Kayla Foster as Barbara Diana Bologna as Fran Dwyer Genevieve Hudson-Price as Jocelyn Pernell Walker as Ruby "Thunder Thighs" Ari Kappatos as George Michael Kostroff as Rizzi Larisa Polonsky as Shana Gino Vento as Carlos Stephen Gevedon as Bernie Wolf Shaun O'Hagan as Lieutenant Gerald Sweeney Saul Stein as Marty Hodas E.J. Carroll as Fat Mooney Ed Moran as Capt. Peter McDonagh Danielle Burgess as Tiffany Tommy Buck as Rico James McDaniel as TBD Michael Lombardi as Eddie William Cote as TBD Brian McCarthy as Greg John Paul Harkins as TBD Clarke Peters as Melvin "Ace" Monica Lian Bell as Nita James Augustus Lee as The Sweeper Christopher Botte as Construction Worker Thomas Canestraro as TBD Steve Stanulis as TBD Nathaniel Beal as Bielski Liba Vaynberg as Chris Kim Wong as Suzi Jaime Lincoln Smith as TBD Dennis Flanagan as Patrick Merrell Bernard Bygott as Rough John