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)

Janelle Marra
Woman #3 (uncredited)

Heather Petrone
BB Gun Shooter (uncredited)

Matt McColm
Assassin (uncredited)

Mo Gallini
Algerian Assassin (uncredited)