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