Will Smith as Chris Gardner

Jaden Smith as Christopher

Thandiwe Newton as Linda

Brian Howe as Jay Twistle

James Karen as Martin Frohm

Dan Castellaneta as Alan Frakesh

Kurt Fuller as Walter Ribbon

Takayo Fischer as Mrs. Chu

Kevin West as World's Greatest Dad

George Cheung as Chinese Maintenance Worker

David Michael Silverman as Doctor at First Hospital

Domenic Bove as Tim Ribbon

Geoff Callan as Ferrari Owner

Joyful Raven as Hippie Girl

Scott Klace as Tim Brophy

Rashida Clendening as Bus Driver

Eric Schniewind as Doctor

Peter Fitzsimmons as Doctor

Maurice Sherbanee as Roy The Old Neighbor

Zuhair Haddad as Cab Driver

Victor Raider-Wexler as Landlord

Mark Christopher Lawrence as Wayne

Darryl Fong as Policeman

George Maguire as Police Clerk

Joe Nuñez as Driver Who Hits Chris

Adam Del Rio as Shoe-Spotting Intern

Rocky LaRochelle as Motel Manager

Erin Beers as Dean Witter Receptionist

Rueben Grundy as Businessman

Ming Lo as Young Executive

John Kovacevich as Young Executive

Bonnie Akimoto as Doctor's Receptionist

Stu Klitsner as Dr. Strauk

Esther Scott as Shelter Worker

Tina D'Elia as Shelter Worker

Cecil Williams as Reverend Williams

David Fine as Big Guy Rodney

George Moffatt as Homeless Guy in Line

Amir Talai as Clerk

Mike Garibaldi as Paul

Jason Frazier as Young Man - Bus Fight

Kevin Crook as Smug Intern

David Haines as Other Young Executive

James Finnerty as News Reporter

Abigail van Alyn as Ribbon's Receptionist

Bob Greene as Doctor at Oakland Memorial Hospital

Robert Anthony Peters as Glide Shelter Worker

Terri Orth-Pallavicini as Secretary

John Robb as Homeless Guy

Daniel Wilder as Homeless Guy

Cathy Fithian as Policewoman

Keith Stevenson as Indian Grocery Clerk

Jeff Applebaum as Dean Witter Employee

Victor Hoagland as Ribbon's Associate

Richard Bischoff as Ribbon's Associate

Edward Donlin as Dr. Don Florio

Larry Hunt as Bucket Man

Rose Aispuro as Blood Center Clerk

Arbin C. Kumar as Check Cashing Clerk

Jerry Edward McLilly as Smiley

Shareef Allman as Prisoner

Jeffrey Moon as Pizza Dad

Peaches Hutchinson as Pizza Mom

Brandon Deadwiler as Pizza Son

Tateanna Wheeler-Lezine as Pizza Daughter

Karen Kahn as Professional Woman

Phil Austin as Stock Broker (uncredited)

Rick Camp as Bus Rider (uncredited)

Brad Carr as Dean Witter Employee (uncredited)

Zachary Culbertson as European Tourist (uncredited)

Yeena Fisher as Businesswoman (uncredited)

Ben Fritz as Dean Witter Trader (uncredited)

Christopher Paul Gardner as Passerby on street (uncredited)

Brendan Kruse as Bike Messenger (uncredited)

Kenny Santiago Marrero as Stock Broker (uncredited)

David Pearl as Stock Trader (uncredited)

Austin Scott as Homeless Youth (uncredited)

Adam Wang as Dean Witter Trader (uncredited)