Mike White as Buck

Chris Weitz as Chuck

Lupe Ontiveros as Beverly

Beth Colt as Carlyn

Paul Weitz as Sam

Maya Rudolph as Jamila

Mary Wigmore as Diane

Paul Sand as Barry

Gino Buccola as Tommy

Annette Murphy as Tommy's Mom

Glory Simon as Witch

Douglas Kieffer as Mark

Jonathan Brown as Jake

Ruthie Bram as Dorothy

Giovanni Gieco as Scarecrow

T.J. Wilkins as Theater Kid

Ezra Pugh as Theater Kid

Erin Espinoza as Theater Kid

Megan McCaw as Theater Kid

Linda Lichter as Bank Teller

Meredith Tucker as Jolie

Zak Penn as Josh Weintraub

Tony Maxwell as Self

Vince Duffy as Self

Dana Baratta as Melissa Booth

Pamela Gordon as Buck's Mom

Josephina J. Rocha as Pilar

Jesse Lee Thomas as Young Chuck (Photos)

Caleb Wilson as Young Chuck (Film)

Nathaniel Olderman as Young Buck

Chuy Chávez as Actor

Adam Storms Parker as Actor

Paul Gellman as Actor

James Mooney as Actor

Damon Huss as Actor

Miranda Thompson as Cocktail Waitress

Ron Yerxa as Minister

Yehuda Maayan as Man at Wedding

Jules Bruff as Auditioning Actress (uncredited)

Marc Hyman as Record Company Executive (uncredited)

Barry G. Thomas as Record Company Executive (uncredited)