Matthew Lillard

Roger Sperling

Brett Davern

Alex Sperling

Rachelle Lefevre

Laura

Jennifer Walcott

Caitlin Stenson

Simona Fusco

Hedda

Rhoda Griffis

Nancy Sperling

Darla Haun

Mrs. Ashmore

Tom Arnold

Tom Arnold

Efren Ramirez

Hector

John Billingsley

Prof. James Kellogg

Jay Thomas

Martin 'Marty' Sperling

George Takei

Maitre D (Joon)

A.J. Alexander

The D.J.

Astrid Coppens

Bachelorette Party Guest (uncredited)

Janine Habeck

Clarissa

Monica Leigh

Trish

Heather Marie Marsden

Bree

Patricia De Leon

Julia

Peter Gabb

Mr. Burger

Robin Thomas

Mr. Stenson

Robert Davi

Robert Davi

Joe Reegan

Eddie

George Back

Jimmy Black

Pat Skipper

Frank

Hunter Womack

Foreman

Michael Boatman

Donovan Tucker

Michael Arata

Doug's Dad

Stephanie Honoré

Victoria Mills

Armando Leduc

Harvard Guy

Dane Rhodes

FBI Agent

Justin Ware

Random Guy

Tony Bentley

Senator Brewster

Victoria Patenaude

Harvard Alumni

Claudia Stedelin

Senator Brewster's Secretary

David E. Brown

Harvard Alumni (uncredited)

John Ceallach

Client (uncredited)

Danny Cosmo

Gimp (uncredited)

Ann Mahoney

Marlene (uncredited)