Chi McBride Principal Steven Harper Actor Jeri Ryan Ronnie Cooke Actor Michael Rapaport Danny Hanson Actor Anthony Heald Vice Principal Scott Guber Actor Sharon Leal Marylin Sudor Actor Loretta Devine Marla Hendricks Actor Natalia Baron Caremn Torres Actor Fyvush Finkel Harvey Lipshultz Actor Missy Yager Guest Star Wanya Green Guest Star Dana Wheeler-Nicholson Guest Star Te'Amir Sweeney Guest Star Louis Falk Guest Star Hayley Marie Norman Guest Star Thomas Dekker Guest Star Helen Slater Guest Star Blue Deckert Guest Star David E. Kelley Executive Producer Jason Katims Executive Producer Jonathan Pontell Executive Producer Mike Listo Executive Producer Douglas Steinberg Executive Producer