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

Domenic Bove

Tim Ribbon

Geoff Callan

Ferrari Owner

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

Rocky LaRochelle

Motel Manager

Rueben Grundy

Businessman

Ming Lo

Young Executive

John Kovacevich

Young Executive

Stu Klitsner

Dr. Strauk

Esther Scott

Shelter Worker

David Fine

Big Guy Rodney

Amir Talai

Clerk

Jason Frazier

Young Man - Bus Fight

David Haines

Other Young Executive

Bob Greene

Doctor at Oakland Memorial Hospital

John Robb

Homeless Guy

Cathy Fithian

Policewoman

Keith Stevenson

Indian Grocery Clerk

Jeff Applebaum

Dean Witter Employee

Larry Hunt

Bucket Man

Arbin C. Kumar

Check Cashing Clerk

Jeffrey Moon

Pizza Dad

Brandon Deadwiler

Pizza Son

Tateanna Wheeler-Lezine

Pizza Daughter

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)

Ben Fritz

Dean Witter Trader (uncredited)

Christopher Paul Gardner

Passerby on street (uncredited)

David Pearl

Stock Trader (uncredited)

Austin Scott

Homeless Youth (uncredited)

Adam Wang

Dean Witter Trader (uncredited)