Guest Stars Timothy Granaderos as Montgomery De La Cruz Mark Pellegrino as Officer Bill Standall Steven Weber as Principal Gary Bolan Michele Selene Ang as Courtney Crimsen Bryce Cass as Cyrus Brenda Strong as Nora Walker Joseph C. Phillips as Greg Davis Wilson Cruz as Dennis Vasquez Anne Winters as Chlöe Rice Ajiona Alexus as Sheri Holland Steven Silver as Marcus Cole Allison Miller as Sonya Struhl Meredith Monroe as Carolyn Standall Kelli O'Hara as Jackie Andrea Roth as Noelle Davis Sean Blakemore as Mr. Cole Co Starring Brandon Butler as Scott Reed