Max Minghella

Jerome

Sophia Myles

Audrey

John Malkovich

Professor Sandiford

Jim Broadbent

Jimmy

Matt Keeslar

Jonah

Ethan Suplee

Vince

Joel David Moore

Bardo

Nick Swardson

Matthew

Anjelica Huston

Art History Teacher

Adam Scott

Marvin Bushmiller

Jack Ong

Professor Okamura

Scoot McNairy

Army-Jacket

Jeremy Guskin

Eno

Monika Ramnath

Flower

Isaac Laskin

Kiss-Ass

Mike Stanley

Martel Drinker

Brian Turk

Cliffy

Jeanette Brox

Shilo

Finneus Egan

Vegan

Shelly Cole

Filthy-Haired Girl

Jean St. James

Mom

Cristen Coppen

Preppy Girl

Michael Shamus Wiles

Donald Baumgarten

Kate Moennig

Candace

Ezra Buzzington

Leslie

Lauren Lee Smith

Beat Girl

Travis Walck

Richard Natwick

Paul Collins

Professor David Zipkin

Marshall Bell

Lonny

Chris L. McKenna

Mikey

Marc Vann

Kevin

Roxanne Day

Jonah's Wife - Marie

Roxanne Hart

Mom Platz

Osman Soykut

Dad Platz

Katija Pevec

Cynthia Platz

Edith Jefferson

Doddering Aunt

Michael Lerner

Art Dealer

Jeff LeBeau

Lawyer

Richard Bakalyan

Cranky Guard

Kimi Reichenberg

Suburban Girl

John Bliss

Vince's Grandpa

Charlie Talbert

Vince's Editor

Amy Gross

Vince's Editor's Girlfriend

Alexandra Ryan

Nympho Slut

Bob Golub

Hector

Lauren Bowles

Woman Strangled

Zachary Maurer

Young Jerome

Brendan Walsh

Eugene

Brian Geraghty

Stoob

Valyn Hall

Cute Girl

Oliver Ryan Anderson

Cute Girl's Boyfriend

Curtis Taylor

Coach

Jesse Flanagan

Hurst

Dawn-Lyen Gardner

Coed

Laura Roth

Coed

Alexi Wasser

Female Student

Nathaniel Lee Jr.

Kid

Stacey Travis

Teacher

Wendy Haines

Grenadine Woman

Erik Walker

Punching Bully

Andre Marcus

Other Bully

Choice Skinner

Cop

Bob Jennings

Cop

Sam Sabbah

Scary Local

Lily Asinovsky

Girl Who Steps on Glass

Steve Buscemi

Broadway Bob D'Annunzio (uncredited)

Kristin Quick

Girl Student