Brad Pitt

John Smith

Angelina Jolie

Jane Smith

Vince Vaughn

Eddie

Adam Brody

Benjamin Danz

Kerry Washington

Jasmine

Keith David

Father

Chris Weitz

Martin Coleman

Rachael Huntley

Suzy Coleman

Michelle Monaghan

Gwen

Stephanie March

Julie - Associate #1

Jennifer Morrison

Jade - Associate #2

Theresa Barrera

Janet - Associate #3

Perrey Reeves

Jessie - Associate #4

Melanie Tolbert

Jamie - Associate #5

Elijah Alexander

Marco Racin

Ron Bottitta

P.J.

Miguel Angel Caballero

Bellboy - Bogotá

Victor A. Chapa

Americana Hotel Manager

Maree Cheatham

Father's Secretary

Laine Collins

Eddie's Waitress

Chris Daniels

Mailman Assassin

Patrika Darbo

50's Woman

Jennifer DeMille

Breakfast Diner Waitress

Tyce Diorio

Salsa Dancer #2

Sabi Dorr

Bodyguard #3

Greg Ellis

Mickey

Megan Gallagher

40's Woman

Amy Hathaway

Beauty

Kathrine Herzer

Hopscotch Girl #1

Ravil Isyanov

Curtis

Stephanie Ittleson

Party Guest

Mark Ivanir

Patron - Dive Bar

Benton Jennings

Maitre'D

Simon Kinberg

Investment Banker #1

Peter Lavin

Leroy

Deren Tadlock

Doorman

Sean Mahon

Lucky

Kevin Makely

Johnson

Edward Padilla

Colombian Military Officer

Liz Ramos

Salsa Dancer #1

Leonard Robinson

Watchguard

Sam Sabbah

Bodyguard

Jimmy Shubert

Ancient Barker

Abigail Rose Solomon

Mom #3

Ali Marsh

Mom #1

Michael-John Wolfe

Bartender - Coleman House

Jeff Yagher

40's Man

Bryan Anthony

Dancer

R.J. Durell

Dancer

Melissa Hurley

Dancer

Carol Mack

Dancer

Angela Bassett

Mr. Smith's Boss (voice) (uncredited)

William Fichtner

Dr. Wexler - Marriage Counselor (voice) (uncredited)

Julius Callahan

Sebastian James (uncredited)

Tony Longo

Big Bad Bathroom Dude (uncredited)

Janelle Marra

Woman #3 (uncredited)

Heather Petrone

BB Gun Shooter (uncredited)

Matt McColm

Assassin (uncredited)

Mo Gallini

Algerian Assassin (uncredited)