Matthew Lillard

Stevo

Michael Goorjian

Bob

Annabeth Gish

Trish

Til Schweiger

Mark

Jason Segel

Mike

Devon Sawa

Sean

James Duval

John the Mod

Summer Phoenix

Brandy

Christopher McDonald

Stevo's Dad

Chiara Barzini

Jennifer

Kevin Brenznahan

Chris

Christina Karras

Jamie

Adam Pascal

Eddie

Jennifer Lien

Sandy

Russell Peacock

Jones

Christopher Ogden

Young Stevo

Francis Capra

Young Bob

McNally Sagal

Mom

Scott Brady

Bouncer

Vaughn McBride

Liquor Store Man

Janice Knickrehm

Liquor Store Woman

Marcia Dangerfield

Liquor Store Lady

Tom Jacobson

Liquor Store Fellow

Stephanie Shumway

Jules

Eric Robertson

Doctor

Micaela Nelligan

Nurse

Mary Bishop

Sean's Mother

Dominic Gortat

Poser

Evan O'Meara

ECP Singer / Extreme Corporal Punishment

Elizabeth Westwood

Hot Babe

Glade Quinn

Cowboy #1

Brad Jessey

Cowboy #2

Don Walsh

Bob's Dad

Adam Lawson

Russ

Brandon Klock

Tom

Kassandra Metos

Little Girl

Brad Slocum

Teller

Joyce Cohen

Clothing Store Woman

Kevin Breznahan

Chris

Tracy Pfau

Fast Food Clerk