T. Sean Shannon Director, Writer Spencer Breslin Harold Actor Cuba Gooding Jr. Cromer Actor, Producer Ally Sheedy Maureen Actor Nikki Blonsky Rhonda Actor Chris Parnell Coach Vanderpool Actor Stella Maeve Shelly Actor Suzanne Shepherd Maude Sellers Actor Fred Willard Dr. Pratt Actor Colin Quinn Reedy Actor Dave Attell Barker Actor Alan Aisenberg Malcolm Actor Greg Fields Writer Morris S. Levy Producer William Sherak Producer Jason Shuman Producer Danny Fisher Executive Producer Sam Zietz Executive Producer Maxwell Sinovoi Executive Producer Christopher LaVasseur Cinematographer Colleen Sharp Film Editing Jory Adam Production Design Alison Scowby Set Decoration Mary Margaret O'Neill Costume Design Adrienne Stern Casting