Guest Stars Matt Murray as Officer Gene Clemons Dewshane Williams as Trey Williams Nicki Micheaux as Nia Bailey Lindsey Broad as Chelsea Green Chris Perfetti as Ben Natalie Liconti as Sterling Fuller Maurice Compte as Josiah Aidan Devine as Vincent Joseph Pierre as Cellmate Co Starring Cortni Vaughn Joyner as Sam Andrew Church as No-Nonsense Guard Cliff Saunders as Front Desk Officer Farzad Sadrian as Driver Soykan Karayol as Uber Driver Tejay McDonald as Prison Guard #1 Adam Nicholson as Mike