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 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 Rick Fox Jackson Vahue Guest Star Adewale Akinnuoye-Agbaje Simon Adebisi Guest Star Stephen Gevedon Scott Ross Guest Star Barry Levinson Executive Producer Tom Fontana Executive Producer Alan Taylor Director