Guest Stars Joshua Bitton as Maldonado Chris McKinney as Rikers Head CO Lord Jamar as Tino Bryan Burton as Shelter Volunteer Chris Perfetti as Lawyer / Cooper Albert Jones as District Attorney Manny Perez as Inspector McCaffrey Michael Buscemi as Steve Bobby Di Cicco as Eczema Help Group Member Tom Coiner as Eczema Help Group Member Alexis Suarez as 87th Street Cop Patch Darragh as Eczema Help Group Member Sean Ringgold as Pound Employee Scott Menville as Rikers Latino Prisoner Michael Rivera as Police Impound Lot Officer Nikiya Mathis as Rikers Check-in Assistant Vincent Laresca as TBD 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