
136 minutes
12/21/2000
Gus Van Sant tells the story of a young African American man named Jamal who confronts his talents while living on the streets of the Bronx. He accidentally runs into an old writer named Forrester who discovers his passion for writing. With help from his new mentor Jamal receives a scholarship to a private school.

Sean Connery
as William Forrester

Rob Brown
as Jamal Wallace

F. Murray Abraham
as Robert Crawford

Anna Paquin
as Claire Spence

Damany Mathis
as Kenzo

Busta Rhymes
as Terrell Wallace

April Grace
as Ms. Joyce

Michael Pitt
as John Coleridge

Michael Nouri
as Dr. Spence

Richard Easton
as Prof. Matthews

Glenn Fitzgerald
as Massie

Lil' Zane
as Damon

Stephanie Berry
as Janice

Fly Williams III
as Fly
Damion Lee
as Clay
Tom Kearns
as Coach Garrick
Matthew Noah Word
as Hartwell
Charles Bernstein
as Dr. Simon

Matt Malloy
as Bradley

Matt Damon
as Steven Sanderson
Jimmy Bobbit
as Rapper
Capital Jay
as Opposing Player

Jim Titus
as Student
Cassandra Kubinski
as Claire's Friend
Sophia Wu
as Librarian
Gerry Rosenthal
as Student Speaker
Tim Hall
as Student Manager
Tom Mullica
as Old Money Man
David Madison
as Kid in the Hall
Joey Buttafuoco
as Night Man
Jaime McCaig
as Referee
William Modeste
as Referee
Daniel Rodriguez
as Hallway Boy
Samuel Tyson
as Creston Player

Vince Giordano
as Big Band Leader
Dean Pratt
as Trumpet Player
Kerry MacKillop
as Trumpet Player
Harvey Tibbs
as Trombone Player
Jack Stuckey
as Sax Player
Mark Lopeman
as Sax Player
Marc Phaneuf
as Sax Player
Larry Wade
as Sax Player
Conal Fowkes
as Piano Player
Matt Munisteri
as Guitarist
John Meyers
as Drummer
Ron Morgan
as Mailor Priest

Alison Folland
as Jeopardy Contestant

Alex Trebek
as Alex Trebek

Gus Van Sant
as Library Assistant (uncredited)