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- Forrest Landis as Thomas Miller
- AnnaSophia Robb as Jackie Hoffman
- Rider Strong as Mr. Randall
- Lea Thompson as Claire Miller
- D.L. Hughley as Albert
- Roger Bart as Principal Hampton
- Timmy Deters as Drake Chapman
- Taylor Momsen as Madison Kramer
- Ezra Buzzington as Mr. Bailey
- Suzy Nakamura as Mrs. Bleckner
- Brian Posehn as Grissom
- Melanie Abramoff as Christina Adams