Guest Stars Timothy Granaderos as Montgomery De La Cruz 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 Joseph C. Phillips as Greg Davis 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 Meredith Monroe as Carolyn Standall Maria Dizzia as Mrs. Down Tom Everett Scott as Mr. Down Ben Lawson as Coach Rick Wlodimierz Andrea Roth as Noelle Davis Kimiko Gelman as Vice Principal Jane Child Jeffrey Vincent Parise as Will Walker Co Starring Brandon Butler as Scott Reed Joey Chacho as Ramón Ordoñez Spence Moore II as Michael Phil Austin as Warren Hank Greenspan as Young Justin Ronan Carroll as Young Bryce
