Ernie Hudson Warden Leo Glynn Actor Terry Kinney Tim McManus Actor Harold Perrineau Augustus Hill Actor Eamonn Walker Kareem Said Actor Kirk Acevedo Miguel Alvarez Guest Star Edie Falco Officer Diane Whittlesey Guest Star Leon Jefferson Keane Guest Star Rita Moreno Sister Peter Marie Reimondo Guest Star Tony Musante Nino Schibetta Guest Star J.K. Simmons Vern Schillinger Guest Star Lee Tergesen Tobias "Toby" Beecher Guest Star Sean Whitesell Donald Groves Guest Star Dean Winters Ryan O'Reily Guest Star BD Wong Father Ray Mukada Guest Star Adewale Akinnuoye-Agbaje Simon Adebisi Guest Star Rick Fox Jackson Vahue Guest Star Željko Ivanek Governor James Devlin Guest Star Stephen Gevedon Scott Ross Guest Star George Morfogen Bob Rebadow Guest Star Richard Hamilton Whitney Munson Guest Star Darnell Martin Director Nick Gomez Director Barry Levinson Executive Producer Tom Fontana Executive Producer Jean de Segonzac Director Alan Taylor Director Leslie Libman Director Larry Williams Director