Guest Stars Daniel Sauli as Tommy Longo Olivia Luccardi as Melissa Mustafa Shakir as Big Mike Kim Director as Shay Method Man as Rodney Jamie Neumann as Ashley Ralph Macchio as Officer Haddix Thaddeus Street as Black Frankie Anwan Glover as Leon Don Harvey as Danny Flanagan Aaron Dean Eisenberg as Todd Lang Kayla Foster as Barbara Diana Bologna as Fran Dwyer Pernell Walker as Ruby "Thunder Thighs" Zoe Kazan as Andrea Martino Ari Kappatos as George Michael Kostroff as Rizzi Gino Vento as Carlos Matthew James Ballinger as Gentle Richie Shaun O'Hagan as Lieutenant Gerald Sweeney Tariq Trotter as Jerry Love Brian Muller as Officer Grossman Will Chase as Jack Sean Meehan as Arthur Laurent Scott E. Long as Lonnie Harris Buzz Roddy as TBD Spenser Granese as Pusher Edward Carnevale as Raincoat John #2 Ben Dawson as Officer 1