Guest Stars Thomas F. Wilson as Coach Ben Fredricks Co Starring Natasha Melnick as Cindy Sanders JoAnna Garcia Swisher as Vicki Appleby Riley Smith as Todd Schellinger Jarrett Lennon as Colin Matt Czuchry as Teenage Guy #1 Shia LaBeouf as Herbert Samantha Shelton as Heidi Henderson Amy Wheaton as Pretty Girl David Doty as Councilman Ritchie Daniel Chacón as Teenage Guy #2