Guest Stars Chris McKinney as Rikers Head CO Joshua Bitton as Maldonado Lord Jamar as Tino Bryan Burton as Shelter Volunteer Chris Perfetti as Lawyer / Cooper Manny Perez as Inspector McCaffrey Michael Buscemi as Steve Albert Jones as District Attorney Patch Darragh as Eczema Help Group Member Bobby Di Cicco as Eczema Help Group Member Tom Coiner as Eczema Help Group Member Alexis Suarez as 87th Street Cop Scott Menville as Rikers Latino Prisoner Michael Rivera as Police Impound Lot Officer Sean Ringgold as Pound Employee Nikiya Mathis as Rikers Check-in Assistant Kymbali Craig as Rikers Strip Search Guard Pernell Walker as Rikers PO Michelle Duffy as Reporter Danny Henriquez as TBD Eleasha Gamble as Rikers Guard Axel Avin Jr. as Rikers ID CO Vincent Laresca as TBD