Guest Stars Timothy Granaderos as Montgomery De La Cruz Josh Hamilton as Matt Jensen Bryce Cass as Cyrus RJ Brown as Caleb Joseph C. Phillips as Greg Davis Brenda Strong as Nora Walker Anne Winters as Chlöe Rice Wilson Cruz as Dennis Vasquez Ajiona Alexus as Sheri Holland Tommy Dorfman as Ryan Shaver Allison Miller as Sonya Struhl Samantha Logan as Nina Jones Kelli O'Hara as Jackie Matthew Alan as Seth Cindy Cheung as Karen Dempsey Maria Dizzia as Mrs. Down Ben Lawson as Coach Rick Wlodimierz Jake Weber as Barry Walker Jackie Geary as Amber Foley Brittany Perry-Russell as Dre Porter Co Starring Keon Motakhaveri as Chad Moore Richard Gross as Judge Campbell Mikiko Edwards as Cheerleader #1 Irina Voronina as Ivanka
