Guest Stars Maya Stojan as Tory Ellis Melise as Hillary Cooper Lori Alan as Ms. Papen Jackie Debatin as Realtor Cas Anvar as Dr. Rampanel Hannah Marks as Jordan Gibbs Sam Anderson as Principal Duncan Arianna Ortiz as Librarian Victory Van Tuyl as Kris Howard Julie Pinson as Diane Beaumont John Mese as Mr. Charles Beaumont Leigh Parker as Lucas Troy Co Starring Natasha Hall as Madison Beaumont Liz Benoit as Assistant Will Deutsch as Nerdy Guy Sam Towers as Riley Mitchum Uncredited LaTeasha Leigh Clark as Party Goer