Kaitlin Olson Mickey Actor Sofia Black-D'Elia Sabrina Actor Thomas Barbusca Chip Actor Jack Stanton Ben Actor Carla Jimenez Alba Actor Scott MacArthur Jimmy Actor Wayne Wilderson Principal Gibbons Guest Star Mo Gaffney Rita Guest Star Matt Corboy Gene Guest Star Jojo Nwoko Kingsley Guest Star April Marshall-Miller Jennifer Guest Star Sherry Mandujano Emely Guest Star Ryan Dietz Glen Guest Star Lola St.Vil Crowd Guest Star Misha Gonz-Cirkl Crowd Guest Star John Chernin Executive Producer Dave Chernin Executive Producer Nick Frenkel Executive Producer Oliver Obst Executive Producer Randall Einhorn Executive Producer