Will Smith

Character: Chris Gardner

Jaden Smith

Character: Christopher

Thandiwe Newton

Character: Linda

Brian Howe

Character: Jay Twistle

James Karen

Character: Martin Frohm

Dan Castellaneta

Character: Alan Frakesh

Kurt Fuller

Character: Walter Ribbon

Takayo Fischer

Character: Mrs. Chu

Kevin West

Character: World's Greatest Dad

George Cheung

Character: Chinese Maintenance Worker

David Michael Silverman

Character: Doctor at First Hospital

Domenic Bove

Character: Tim Ribbon

Geoff Callan

Character: Ferrari Owner

Joyful Raven

Character: Hippie Girl

Scott Klace

Character: Tim Brophy

Rashida Clendening

Character: Bus Driver

Eric Schniewind

Character: Doctor

Peter Fitzsimmons

Character: Doctor

Maurice Sherbanee

Character: Roy The Old Neighbor

Zuhair Haddad

Character: Cab Driver

Victor Raider-Wexler

Character: Landlord

Mark Christopher Lawrence

Character: Wayne

Darryl Fong

Character: Policeman

George Maguire

Character: Police Clerk

Joe Nuñez

Character: Driver Who Hits Chris

Adam Del Rio

Character: Shoe-Spotting Intern

Rocky LaRochelle

Character: Motel Manager

Erin Beers

Character: Dean Witter Receptionist

Rueben Grundy

Character: Businessman

Ming Lo

Character: Young Executive

John Kovacevich

Character: Young Executive

Bonnie Akimoto

Character: Doctor's Receptionist

Stu Klitsner

Character: Dr. Strauk

Esther Scott

Character: Shelter Worker

Tina D'Elia

Character: Shelter Worker

Cecil Williams

Character: Reverend Williams

David Fine

Character: Big Guy Rodney

George Moffatt

Character: Homeless Guy in Line

Amir Talai

Character: Clerk

Mike Garibaldi

Character: Paul

Jason Frazier

Character: Young Man - Bus Fight

Kevin Crook

Character: Smug Intern

David Haines

Character: Other Young Executive

James Finnerty

Character: News Reporter

Abigail van Alyn

Character: Ribbon's Receptionist

Bob Greene

Character: Doctor at Oakland Memorial Hospital

Robert Anthony Peters

Character: Glide Shelter Worker

Terri Orth-Pallavicini

Character: Secretary

John Robb

Character: Homeless Guy

Daniel Wilder

Character: Homeless Guy

Cathy Fithian

Character: Policewoman

Keith Stevenson

Character: Indian Grocery Clerk

Jeff Applebaum

Character: Dean Witter Employee

Victor Hoagland

Character: Ribbon's Associate

Richard Bischoff

Character: Ribbon's Associate

Edward Donlin

Character: Dr. Don Florio

Larry Hunt

Character: Bucket Man

Rose Aispuro

Character: Blood Center Clerk

Arbin C. Kumar

Character: Check Cashing Clerk

Jerry Edward McLilly

Character: Smiley

Shareef Allman

Character: Prisoner

Jeffrey Moon

Character: Pizza Dad

Peaches Hutchinson

Character: Pizza Mom

Brandon Deadwiler

Character: Pizza Son

Tateanna Wheeler-Lezine

Character: Pizza Daughter

Karen Kahn

Character: Professional Woman

Phil Austin

Character: Stock Broker (uncredited)

Rick Camp

Character: Bus Rider (uncredited)

Brad Carr

Character: Dean Witter Employee (uncredited)

Zachary Culbertson

Character: European Tourist (uncredited)

Yeena Fisher

Character: Businesswoman (uncredited)

Ben Fritz

Character: Dean Witter Trader (uncredited)

Christopher Paul Gardner

Character: Passerby on street (uncredited)

Brendan Kruse

Character: Bike Messenger (uncredited)

Kenny Santiago Marrero

Character: Stock Broker (uncredited)

David Pearl

Character: Stock Trader (uncredited)

Austin Scott

Character: Homeless Youth (uncredited)

Adam Wang

Character: Dean Witter Trader (uncredited)