Guest Stars Suzzanne Douglas as Grace Cuffee Len Cariou as DA Robert Morgenthau William Sadler as Detective Michael Sheehan Omar J. Dorsey as Elombre Brath Adepero Oduye as Nomsa Brath Alexandra Templer as Trisha Meili Blair Underwood as Bobby Burns Aurora Perrineau as Tanya Joshua Jackson as Mickey Joseph Dascha Polanco as Elena Famke Janssen as Nancy Ryan Chukwudi Iwuji as Colin Moore Christopher Jackson as Peter Rivera Storm Reid as Lisa Gary Perez as Manuel Santana Elijah Richardson as Al Morris Maliq Johnson as Terence Isaiah Negrón as Mike Tyler Dean Flores as Eddie Edward Carnevale as Court Clerk Berto Colon as Simon (Guard) Isis King as Marci Wise Logan Marshall-Green as Roberts Bryan Terrell Clark as Starks (Guard) Antino Crowley-Kamenwati as Dejuan Reece Noi as Matias Reyes Kevyn Morrow as Warren Aaron Morton as Chow Guy Samantha Steinmetz as Parole Board Woman T.L. Flint as Mel Darik Bernard as Friendly Inmate Dexter McKinney as Porter Michael Andreaus as Singing Inmate Theo Rubinstein as Angry Inmate #4 Jeff Williams as Chaplain Ilaysah Shabazz as Woman in Gallery John Daniel as Angry Inmate #3 Gi'Onna Kamille as Cashier Ryan Jonze as Redneck Inmate #1 Khalil Middleton as Lonnie Jasmin Walker as Nurse (Rikers) Derrick Simmons as Visiting Room Guard Paul Bonar as Inmate #2 Elizabeth Rich as Woman Guard Robbie Tann as Redneck Inmate #2 Rosalind Brown as Geriatric Nurse Peter Rini as Peter Casolaro Michael Devine as Guard (Auburn) John Lavelle as Doctor