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- DJ Qualls as Dizzy Gillespie Harrison
- Eliza Dushku as Danielle
- Eddie Griffin as Luther
- Zooey Deschanel as Nora
- Lyle Lovett as Bear Harrison
- Jerod Mixon as Kirk
- Parry Shen as Glen
- Ameer Baraka as Barclay
- Kina Cosper as Estelle
- Ross Patterson as Conner Maguire
- Geoffrey Lewis as Principal Zaylor
- Kurt Fuller as Mr. Undine
- Sunny Mabrey as Courtney
- Illeana Douglas as Miss Kiki Pierce
- Justine Johnston as Mrs. Whitman