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 Joshua Jackson as Mickey Joseph Famke Janssen as Nancy Ryan Blair Underwood as Bobby Burns Aurora Perrineau as Tanya Dascha Polanco as Elena Chukwudi Iwuji as Colin Moore Storm Reid as Lisa Christopher Jackson as Peter Rivera Elijah Richardson as Al Morris Gary Perez as Manuel Santana Maliq Johnson as Terence Edward Carnevale as Court Clerk Tyler Dean Flores as Eddie Isaiah Negrón as Mike Berto Colon as Simon (Guard) Logan Marshall-Green as Roberts Isis King as Marci Wise Kevyn Morrow as Warren T.L. Flint as Mel Reece Noi as Matias Reyes Gi'Onna Kamille as Cashier Samantha Steinmetz as Parole Board Woman Aaron Morton as Chow Guy Ilaysah Shabazz as Woman in Gallery Dexter McKinney as Porter Darik Bernard as Friendly Inmate Michael Andreaus as Singing Inmate Theo Rubinstein as Angry Inmate #4 Jeff Williams as Chaplain Antino Crowley-Kamenwati as Dejuan John Daniel as Angry Inmate #3 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) Bryan Terrell Clark as Starks (Guard) John Lavelle as Doctor