Joe Nussbaum Director Amanda Bynes Sydney White Actor Sara Paxton Rachel Actor Matt Long Tyler Actor Jack Carpenter Lenny Actor Jeremy Howard Terrence Actor John Schneider Paul White Actor Crystal Hunt Dinky Actor Adam Hendershott Jeremy Actor Danny Strong Gurkin Actor Samm Levine Spanky Actor Libby Mintz Christy Actor Arnie Pantoja George Actor Donté Bonner Embele Actor Brian Patrick Clarke Prof. Carleton Actor Lauren Leech Katy Actor Cree Ivey Young Sydney Actor Chad Gomez Creasey Writer James G. Robinson Producer Clifford Werber Producer David Robinson Producer Guy McElwaine Executive Producer Wayne Morris Executive Producer Mark Irwin Cinematographer Danny Saphire Film Editing Mark Garner Production Design Beverly Safier Costume Design Deborah Lurie Original Music Pam Dixon Casting Shawn McFall Set Decoration