Dupree

Owen Wilson

Acting

Molly

Kate Hudson

Acting

Carl

Matt Dillon

Acting

Mr. Thompson

Michael Douglas

Acting

Neil

Seth Rogen

Acting

Annie

Amanda Detmer

Acting

Toshi

Ralph Ting

Acting

Tony

Todd Stashwick

Acting

Mark

Bill Hader

Acting

Lance Armstrong

Lance Armstrong

Acting

Eddie

Jason Winer

Directing

Paco

Sidney S. Liufau

Acting

Bartender Dave

Billy Gardell

Acting

Aaron

Eli Vargas

Acting

Dougie

Houston Mack

Acting

Army Veteran

Bob Larkin

Acting

Thompson's Secretary

Suzanne Ford

Acting

Carl's Secretary

Claudia Choi

Acting

Stripper

Summer Altice

Acting

Stripper

Jeanine Hass

Acting

Wedding Planner

Peter Ruocco

Acting

Personnel Manager

Joe Russo

Directing

Neighborhood Father

Lance Irwin

Acting

2nd Grade Girl

Fenessa Pineda

Acting

2nd Grade Boy

Mario Revolori

Acting

Minister

Jay Lembeck

Acting

Reese

Gil Harris

Acting

Aunt Kathy

Pat Crawford Brown

Acting

Hawaiian Bartender

Bayani Ison

Acting

Joe

Joe Wilson

Acting

Larry

Blaine Pate

Acting

Charlie

Kevin Breznahan

Acting

Herb

Trevor Stock

Acting

Ned

Sean Perrone

Production

Pilot

Craig Hosking

Crew

Curly (uncredited)

Harry Dean Stanton

Acting

Wedding Guest (uncredited)

Amber Hay

Acting

Waiter (uncredited)

Kepa Kruse

Acting

Hawaiian Air Ticketing Agent (uncredited)

Michelle Lee

Acting

Waitress (uncredited)

May Porter

Crew

Co-Worker (uncredited)

Tasha Smith

Acting