Special Guest Stars Keegan-Michael Key as Superintendent Reynolds Guest Stars JeCobi Swain as Javon Christopher Daniel as JoJo Gail Everett Smith as Virginia Co Starring Lela Hoffmeister as Courtney Pierce Mason Renfro as Alex Perkins London Covington as Sheena Ben Onyx Dowdy as Human Resources Employee Pam Trotter as Dia Garon Grigsby as Charles Pearlman Kristen Marie Kelly as Mercedes Desmond Hayes as Substitute Teacher Jabria McCullum as Gregory's Student Kayleigh Rayne as Gregory's Student