On screen
Cast
41 credited performers
Owen Wilson
Dupree
Kate Hudson
Molly
Matt Dillon
Carl
Michael Douglas
Mr. Thompson
Seth Rogen
Neil
Amanda Detmer
Annie
Artwork unavailable
Ralph Ting
Toshi
Todd Stashwick
Tony
Bill Hader
Mark
Lance Armstrong
Lance Armstrong
Jason Winer
Eddie
Artwork unavailable
Sidney S. Liufau
Paco
Billy Gardell
Bartender Dave
Artwork unavailable
Eli Vargas
Aaron
Artwork unavailable
Houston Mack
Dougie
Bob Larkin
Army Veteran
Suzanne Ford
Thompson's Secretary
Claudia Choi
Carl's Secretary
Summer Altice
Stripper
Artwork unavailable
Jeanine Hass
Stripper
Artwork unavailable
Peter Ruocco
Wedding Planner
Joe Russo
Personnel Manager
Lance Irwin
Neighborhood Father
Fenessa Pineda
2nd Grade Girl
Mario Revolori
2nd Grade Boy
Artwork unavailable
Jay Lembeck
Minister
Gil Harris
Reese
Pat Crawford Brown
Aunt Kathy
Bayani Ison
Hawaiian Bartender
Artwork unavailable
Joe Wilson
Joe
Artwork unavailable
Blaine Pate
Larry
Kevin Breznahan
Charlie
Artwork unavailable
Trevor Stock
Herb
Artwork unavailable
Sean Perrone
Ned
Craig Hosking
Pilot
Harry Dean Stanton
Curly (uncredited)
Amber Hay
Wedding Guest (uncredited)
Artwork unavailable
Kepa Kruse
Waiter (uncredited)
Michelle Lee
Hawaiian Air Ticketing Agent (uncredited)
Artwork unavailable
May Porter
Waitress (uncredited)
Tasha Smith
Co-Worker (uncredited)