Will Smith

Chris Gardner

Jaden Smith

Christopher

Thandiwe Newton

Linda

Brian Howe

Jay Twistle

James Karen

Martin Frohm

Dan Castellaneta

Alan Frakesh

Kurt Fuller

Walter Ribbon

Takayo Fischer

Mrs. Chu

Kevin West

World's Greatest Dad

George Cheung

Chinese Maintenance Worker

David Michael Silverman

Doctor at First Hospital

Domenic Bove

Tim Ribbon

Geoff Callan

Ferrari Owner

Joyful Raven

Hippie Girl

Scott Klace

Tim Brophy

Rashida Clendening

Bus Driver

Eric Schniewind

Doctor

Peter Fitzsimmons

Doctor

Maurice Sherbanee

Roy The Old Neighbor

Zuhair Haddad

Cab Driver

Victor Raider-Wexler

Landlord

Mark Christopher Lawrence

Wayne

Darryl Fong

Policeman

George Maguire

Police Clerk

Joe Nuñez

Driver Who Hits Chris

Adam Del Rio

Shoe-Spotting Intern

Rocky LaRochelle

Motel Manager

Erin Beers

Dean Witter Receptionist

Rueben Grundy

Businessman

Ming Lo

Young Executive

John Kovacevich

Young Executive

Bonnie Akimoto

Doctor's Receptionist

Stu Klitsner

Dr. Strauk

Esther Scott

Shelter Worker

Tina D'Elia

Shelter Worker

Cecil Williams

Reverend Williams

David Fine

Big Guy Rodney

George Moffatt

Homeless Guy in Line

Amir Talai

Clerk

Mike Garibaldi

Paul

Jason Frazier

Young Man - Bus Fight

Kevin Crook

Smug Intern

David Haines

Other Young Executive

James Finnerty

News Reporter

Abigail van Alyn

Ribbon's Receptionist

Bob Greene

Doctor at Oakland Memorial Hospital

Robert Anthony Peters

Glide Shelter Worker

Terri Orth-Pallavicini

Secretary

John Robb

Homeless Guy

Daniel Wilder

Homeless Guy

Cathy Fithian

Policewoman

Keith Stevenson

Indian Grocery Clerk

Jeff Applebaum

Dean Witter Employee

Victor Hoagland

Ribbon's Associate

Richard Bischoff

Ribbon's Associate

Edward Donlin

Dr. Don Florio

Larry Hunt

Bucket Man

Rose Aispuro

Blood Center Clerk

Arbin C. Kumar

Check Cashing Clerk

Jerry Edward McLilly

Smiley

Shareef Allman

Prisoner

Jeffrey Moon

Pizza Dad

Peaches Hutchinson

Pizza Mom

Brandon Deadwiler

Pizza Son

Tateanna Wheeler-Lezine

Pizza Daughter

Karen Kahn

Professional Woman

Yeena Fisher

Businesswoman (uncredited)

Phil Austin

Stock Broker (uncredited)

Kenny Santiago Marrero

Stock Broker (uncredited)

David Pearl

Stock Trader (uncredited)

Rick Camp

Bus Rider (uncredited)

Brad Carr

Dean Witter Employee (uncredited)

Ben Fritz

Dean Witter Trader (uncredited)

Adam Wang

Dean Witter Trader (uncredited)

Zachary Culbertson

European Tourist (uncredited)

Brendan Kruse

Bike Messenger (uncredited)

Austin Scott

Homeless Youth (uncredited)