Guest Stars Timothy Granaderos as Montgomery De La Cruz Josh Hamilton as Matt Jensen Steven Weber as Principal Gary Bolan Bryce Cass as Cyrus RJ Brown as Caleb Joseph C. Phillips as Greg Davis Brenda Strong as Nora Walker Wilson Cruz as Dennis Vasquez Anne Winters as Chlöe Rice Tommy Dorfman as Ryan Shaver Chelsea Alden as Mackenzie Allison Miller as Sonya Struhl Samantha Logan as Nina Jones Kelli O'Hara as Jackie Keiko Agena as Pam Bradley Jake Weber as Barry Walker Jackie Geary as Amber Foley Kimiko Gelman as Vice Principal Jane Child Brittany Perry-Russell as Dre Porter Makenzie Vega as Sarah Carlin Co Starring Brandon Butler as Scott Reed Richard Gross as Judge Campbell Spence Moore II as Michael Jeanette Pavini as Maureen Carlin Gigi Benson as Ms. Paul
