DJ Qualls as Dizzy Harrison / Gil Harris

Eliza Dushku as Danielle

Zooey Deschanel as Nora

Lyle Lovett as Bear Harrison

Jerod Mixon as Kirk

Illeana Douglas as Kiki Pierce

Parry Shen as Glen

Kurt Fuller as Mr. Undine

Julius Carry as Coach

M.C. Gainey as Clem

Eddie Griffin as Luther

Sunny Mabrey as Courtney

Ross Patterson as Conner

Tony Hawk as Tony Hawk

Geoffrey Lewis as Principal Zaylor

Charlie O'Connell as Charlie

Horatio Sanz as Dance Instructor

Gene Simmons as Reverend

Tommy Lee as Tommy Lee

Matt Gogin as Ed Ligget

Kool Moe Dee as Ted

Jermaine Dupri as Jermaine

Josh Todd as Rudy

Henry Rollins as Warden

Hans Stroble as Dave

Charles Hutchison as Lonnie

Avery Kidd Waddell as Pete

Mike Erwin as Travis

Bryan Shy as Mark

Jesse Castillo as Gordon

Rachael E. Stevens as Tina

Laura Clifton as Emily

Conrad Goode as Billy Ray

Jai Rodriguez as Jose

Robert A. Guthrie as Damian

Matthew Lee Pelosi as Young Dizzy

Ryan Waller as Announcer

Kina Cosper as Estelle

Vanilla Ice as Music Store Employee

Bill Wolkoff as Music Store Manager

Mike Wachs as Henry

Pride Grinn as Redneck

Kyle Gass as Mr. Luberoff

Valente Rodriguez as Ramone

Justine Johnston as Mrs. Whitman

Billy F. Harden as Choir Member

Joy Hadnott as Carmen

Christie Abbott as Christie

Meredith May as Cheerleader

Audrea Ulmer as Cheerleader

Saudia Rashed as Cheerleader

Shana McClendon as Cheerleader

Camille Chen as Cheerleader

Jessica Hale as Cheerleader

Kelly Bright as Cheerleader

Kristen Anderson as Cheerleader

Kellye Cunningham as Cheerleader

David Hasselhoff as David Hasselhoff

Katy Dunlap as Popular Girl

Jerry O'Connell as Highland High Party Twin #1

Julia Schultz as Tommy Lee’s Girlfriend

Christa Campbell as Tommy Lee's Girlfriend (uncredited)