Guest Stars Charlie Semine as Nick Valentino Patch Darragh as Tim Flanagan Margo Martindale as Nurse Klowden Kate Mulgrew as Jeannie Flanagan Peter Gerety as Jimmy Flanagan Johnny Hopkins as Bobby Flanagan Michael Chernus as Ryan Flanagan Colm Meaney as Dr. Parks Bobby Moynihan as Conrad Bellingham Adrian Martinez as Hector Michael Stahl-David as Phil Co Starring Donnetta Lavinia Grays as Grace William Jackson Harper as David Green Marjan Neshat as Resident Jo Armeniox as Maya David Gelles as Buddy #1 Leopold Lowe as Policeman Michael Rosete as Orderly