Jeremy Piven as Droz

Chris Young as Tom Lawrence

David Spade as Rand McPherson

Megan Ward as Katy

Sarah Trigger as Samantha

Jon Favreau as Gutter

Alex Désert as Mullaney

Gale Mayron as Cecilia

Viveka Davis as Womynist #1

Jake Busey as Mersh

Maddie Corman as Womynist #2

Jessica Walter as President Garcia-Thompson

Jake Beecham as Dave #1

Darin Heames as Dave #2

Matt Ross as Raji

Stivi Paskoski as Deege

Jody Racicot as Pigman

Thomas Mitchell as Bantam Draper

Kevin Jubinville as Carter Prescott

Ted Kozma as Kosmo

Theo Caldwell as The Giggler

Colin Fox as Trustee #1

Larry Reynolds as Trustee #2

Becky Thyre as Moonbeam

Kevin Thigpen as Afrocentrist

Rob Gfroerer as Computer Geek

Jonathan Wilson as Gay Activist

Joel Bissonnette as Sanskrit Major

M.J. Kang as Physics Major

Trent McMullen as Phys. Ed. Major

David Berni as Jock #1

Jeff Clarke as Jock #2

Valentina Cardinalli as Singer

Adam Bocknek as Folksinger

Zak Penn as Bathroom Patron

Freddy Proia as D.J.

Jeremy Harris as Granola #1

R.J. Feher as Granola #2

Joel S. Keller as Pretty Boy Dancer

Lee Hoverd as Cattle Butcher

Trie Donovan as Flashback Girl

Jannie McInnes as Scoreboard Flipper

Marcia Diamond as Pampers Woman

Dick Callahan as Liquor Store Guy

Stephen Jackson as Townie #1

Pierre Larocque as Townie #2

Shel Goldstein as Gutter's Mother

Glenn K. Pearson as Newscaster in Video Clip

George Clinton as Self

Greg Boyer as Self

Gary Cooper as Self

Bennie Cowan as Self

Ray Davis as Self

Louis Kabbabie as Self

Tracy Lewis as Self

Dewayne McKnight as Self

Cordell Mosson as Self

William Michael Payne as Self

Gary Shider as Self

Nicole Tindall as Self

Greg Thomas as Self

Andre Williams as Self

Belita Woods as Self