| Regular Cast Members | |
 |
Leo Glynn Position: Warden, Oswald Maximum Security Prison Actor: Ernie Hudson |
 |
Tim McManus Position: Administrator, Cell Block 5 ("Emerald City"), Oswald Maximum Security Prison Actor: Terry Kinney |
 |
Sister Peter Marie Reimondo Position: Psychiatric Evaluation/Drug Counselor, Oswald Maximum Security Prison Actor: Rita Moreno Licensed psychologist and counselor. |
| Recurring Cast Members | |
 |
Officer Diane Wittlesey Position: Head Correctional Officer, Cell Block 5 ("Emerald City"), Oswald Maximum Security Prison Actor: Edie Falco Transferred to Unit B in August 1998. |
 |
Father Ray Mukada Position: Chaplain, Oswald Maximum Security Prison Actor: B.D. Wong |
 |
Dr. Gloria Nathan Position: Doctor, Oswald Maximum Security Prison Actor: Lauren Velez |
 |
Investigator Lenny Burruano Position: Investigator, Oswald Maximum Security Prison Actor: Skipp Suddeth |
 |
Governor James Devlin Position: Governor Actor: Zeljko Ivanek |
| Guest Stars | |
 |
Alvah Case Position: Dean of Students, ? University Actor: Charles S. Dutton Led the Governor's Commission on the 1997 Riot. Was a law professor before becoming Dean of Students. |
 |
Judge Benjamin Fee Position: Actor: Cotter Smith Assisted with the Governor's Commission on the 1997 Riot. |
 |
Sarah Position: Warden's Secretary Actor: Adrienne Shelly Briefly worked as Warden Glynn's secretary. |
 |
Steve Dawkins Position: Parole Board Actor: Louis Sones Head of the Parole Board, who voted for the release of Arnold "Poet" Jackson. |
 |
Dr. Prestopnik Position: Doctor, Oswald Maximum Security Prison Actor: Pat McNamara |
 |
D.A. Pat Fortunato Position: District Attorney Actor: Danton Stone |
 |
Judge Grace Lema Position: Judge Actor: Elaine Stritch The judge who sentenced Tobias Beecher and also overturned Augustus Hill's appeal. |
 |
A.D.A. Marilyn Crenshaw Position: Assistant District Attorney Actor: Melina Kanakaredes She was engaged to Kareem Said before he found Allah. |
| Guest Hacks | |
 |
Officer Karl Metzger Position: Correctional Officer, Oswald Maximum Security Prison Actor: Bill Fagerbakke Promoted to Head C.O., Cell Block 5 "Emerald City" in August 1998. |
 |
Officer Rick Heim Position: Correctional Officer and SORT Team, Oswald Maximum Security Prison Actor: Paul Schulze |
 |
Officer Joseph Mineo Position: Correctional Officer, Oswald Maximum Security Prison Actor: Philip V. Scozzarella |
 |
Officer Roger Brese Position: Correctional Officer, Lobby Desk, Oswald Maximum Security Prison Actor: Ray Iannicelli Lobby Desk. |
 |
Officer Jason Armstrong Position: Correctional Officer, Oswald Maximum Security Prison Actor: Tim Brown |
 |
Officer Vic D'Agnasti Position: Correctional Officer, Oswald Maximum Security Prison Actor: Douglas Crosby |
 |
Officer Eugene Rivera Position: Correctional Officer, Oswald Maximum Security Prison Actor: Nelson Vasquez Officer Rivera's eyes were gouged out by inmate Miguel Alvarez in August 1998. |
 |
?Unnamed Officer Position: Correctional Officer, Oswald Maximum Security Prison Actor: Floyd Resnick |
 |
?Unnamed Officer Position: Correctional Officer, Oswald State Correctional Facility Actor: Bret Bailey |