Randy Dupree

Owen Wilson

Molly Peterson

Kate Hudson

Carl Peterson

Matt Dillon

Bob Thompson

Michael Douglas

Annie

Amanda Detmer

Neil

Seth Rogen

Toshi

Ralph Ting

Eddie

Jason Winer

Carl's Brother-in-Law

Keo Knight

Mark

Bill Hader

Tony

Todd Stashwick

Margaret

Suzanne Ford

Lance Armstrong

Lance Armstrong

Paco

Sidney S. Liufau

Bartender Dave

Billy Gardell

Aaron

Eli Vargas

Dougie

Houston McCrillis

Dougie

Houston Mack

Army Veteran

Bob Larkin

Lucita

Finessa Pineda

Carl's Secretary

Claudia Choi

Blonde Woman No. 1

Summer Altice

Co-Worker (uncredited)

Tasha Smith

Blonde Woman No. 2

Jeanine Hass

Spin Instructor

John Ruby

Wedding Planner

Peter Ruocco

Personnel Manager

Joe Russo

Neighborhood Father

Lance Irwin

2nd Grade Girl

Fenessa Pineda

2nd Grade Boy

Mario Revolori

Minister

Jay Lembeck

Reese

Gil Harris

Aunt Kathy

Pat Crawford Brown

Hawaiian Bartender

Bayani Ison

Uncle Joe

Joe Wilson

Dupree Body Double

Howard Lefstein

Party Guest

Blaine Pate

Party Guest

Kevin Breznahan

Herb, Party Guest

Trevor Stock

Party Guest

Sean Perrone

Pilot

Craig Hosking

Curly (uncredited)

Harry Dean Stanton

Skateboarder Kid

Scott Bennett

Wedding Guest (uncredited)

Amber Hay

Waiter (uncredited)

Kepa Kruse

Hawaiian Air Ticketing Agent (uncredited)

Michelle Lee

Boy

Damani Roberts

Aaron

Elizabeth Vargas

Dupree Body Double

Howard S. Lefstein