Guest Stars Mustafa Shakir as Big Mike Andrea-Rachel Parker as Bernice Kim Director as Shay Method Man as Rodney Jamie Neumann as Ashley Ralph Macchio as Officer Haddix Thaddeus Street as Black Frankie Don Harvey as Danny Flanagan Anwan Glover as Leon Aaron Dean Eisenberg as Todd Lang Roberta Colindrez as Irene Michael Gandolfini as Joey Dwyer Pernell Walker as Ruby "Thunder Thighs" Corey Stoll as Hank Jaffe Calvin Leon Smith as Reggie 'Reg' Winhorn Kevin Breznahan as Jersey James Martinez as Juan Jake Ventimiglia as Pasquale Cacace Dennis Staroselsky as Larry Levine