Guest Stars Aaron Pierre as Caesar Jeff Pope as Connelly Sheila Atim as Mabel Benjamin Walker as Terrance Randall Sean Bridgers as Fletcher Co Starring Lucius Baston as Prideful Luray Cooper as Jockey Sherry Richards as Ruth Monique Grant as Agnes Jeremiah Eric Westbrook as Hezekiah Justice Leak as James Randall Trayce Malachi as Chester Mark Ashworth as Mr. Churchill Chip Lane as Carter Zsané Jhe as Lovey Eli Everett as Big Anthony Chris Schmidt, Jr. as Young Attacker MK Smith as Francis Christian Noble as Engineer Chloe Minick as Ruth Anne