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

Geoff Callan

Ferrari Owner

Scott Klace

Tim Brophy

Zuhair Haddad

Cab Driver

Victor Raider-Wexler

Landlord

Mark Christopher Lawrence

Wayne

George Maguire

Police Clerk

Joe Nuñez

Driver Who Hits Chris

Rueben Grundy

Businessman

Ming Lo

Young Executive

John Kovacevich

Young Executive

Esther Scott

Shelter Worker

Tina D'Elia

Shelter Worker

David Fine

Big Guy Rodney

Amir Talai

Clerk

David Haines

Other Young Executive

Jeffrey Moon

Pizza Dad

Karen Kahn

Professional Woman

Phil Austin

Stock Broker (uncredited)

Rick Camp

Bus Rider (uncredited)

Brad Carr

Dean Witter Employee (uncredited)

Zachary Culbertson

European Tourist (uncredited)

Yeena Fisher

Businesswoman (uncredited)

Christopher Paul Gardner

Passerby on street (uncredited)

Austin Scott

Homeless Youth (uncredited)

Adam Wang

Dean Witter Trader (uncredited)