Guest Stars Josh Hamilton as Matt Jensen Mark Pellegrino as Officer Bill Standall Steven Weber as Principal Gary Bolan Michele Selene Ang as Courtney Crimsen Bryce Cass as Cyrus RJ Brown as Caleb Chelsea Alden as Mackenzie Nana Mensah as Amara Josephine Achola Maria Dizzia as Mrs. Down Co Starring Tyler Barnhardt as Charlie St. George Austin Aaron as Luke Holliday Keon Motakhaveri as Chad Moore James Cretan as Eric Cox Mason Guccione as Toby Fletcher Renny Madlena as Deputy Estrada Ross Turner as Mr. Wood Moises Chavez as Javier Callan Taylor as Cheerleader #2 Liberty Lynn Pierson as Monet's Manager Mostafa Elmorsy as Walker Attorney Dylan Eichler as Luke's Little Brother Jeannine Lewis as Teacher Julian Longmire as Athlete Caleb Pilkenton as ASB Secretary