Guest Stars Timothy Granaderos as Montgomery De La Cruz Josh Hamilton as Matt Jensen Mark Pellegrino as Officer Bill Standall RJ Brown as Caleb Bryce Cass as Cyrus Anne Winters as Chlöe Rice Wilson Cruz as Dennis Vasquez Ajiona Alexus as Sheri Holland Tommy Dorfman as Ryan Shaver Steven Silver as Marcus Cole Chelsea Alden as Mackenzie Samantha Logan as Nina Jones Allison Miller as Sonya Struhl Kelli O'Hara as Jackie Cindy Cheung as Karen Dempsey Tom Everett Scott as Mr. Down Ben Lawson as Coach Rick Wlodimierz Brittany Perry-Russell as Dre Porter Co Starring Brandon Butler as Scott Reed Richard Gross as Judge Campbell Spence Moore II as Michael Gigi Benson as Ms. Paul