Loser

Jason Biggs

As Paul Tannek

Mena Suvari

As Dora Diamond

Zak Orth

As Adam

Thomas Sadoski

As Chris

Jimmi Simpson

As Noah

Greg Kinnear

As Prof. Edward Alcott

Dan Aykroyd

As Dad

Twink Caplan

As Gena

Bobby Slayton

As Sal

Robert Miano

As Victor

Mollie Heckerling

As Annie

Colleen Camp

As Homeless Woman

Andy Dick

As Another City Worker

Steven Wright

As Panty Hose Customer

Brian Backer

As Doctor

Meredith Scott Lynn

As Dog Loving Girl

Stuart Cornfeld

As Foreman

Taylor Negron

As Photographer

Andrea Martin

As Professor

Scott Thomson

As Cell Phone Guy

Kedar Brown

As Jay

Catherine Black

As Military Jacket Girl

Rick Demas

As Bouncer

Sanjay Talwar

As Convenience Cashier

Tracy Dawson

As Drug Saleswoman

Carolyn Goff

As Kristen

Mike Beaver

As Boy at Concert

Richard Blackburn

As Security Guard

Billy Otis

As Prisoner

Jenny Kim

As Student Worker

Alison Sealy-Smith

As University Official

Martin Roach

As Veterinarian

Heidi Weeks

As Saks Saleswoman

Daniela Olivieri

As Store Tailor

Kavita Persaud

As Hi Ro Student

Corwin Hall

As Hi Ro Student

Andrew Storms

As Hi Ro Student

Serena Lee

As Hi Ro Student

Nick Bacon

As Beer Store Clerk

Valerie Boyle

As Aunt

Colleen Reynolds

As Aunt

Jack Jessop

As Grandfather

Mallory Margel

As Paul's Sister

Patrick Mark

As Bloody Nose Guy

Tanja Jacobs

As Party Goer

Darrin Brown

As Party Goer

James Barrett

As Guy

Rob Tinkler

As Bar Patron

Katherine Giaquinto

As College Girl

Robinne Fanfair

As College Girl

Clare Preuss

As College Girl

Sadie LeBlanc

As College Girl

Silvana Kane

As College Girl

Kerri Michalica

As College Girl

Geoffrey Antoine

As Coffee Counter Guy

Danny Truelove

As Dancing Kid

Marc McMulkin

As Dancing Kid

Jonathon Fernandes

As Dancing Kid

Tiffany Leonardo

As Dancing Kid

David Spade

As Video Store Clerk (uncredited)

Alan Cumming

As Alan Cumming / Emcee (uncredited)

Paul Puzzella

As T-Shirt Seller (uncredited)