Gus Van Sant
Director
Sean Connery
William Forrester
Rob Brown
Jamal Wallace
F. Murray Abraham
Prof. Robert Crawford
Anna Paquin
Claire Spence
Busta Rhymes
Terrell Wallace
April Grace
Ms. Joyce
Michael Pitt
John Coleridge
Michael Nouri
Dr. Spence
Richard Easton
Prof. Matthews
Glenn Fitzgerald
Massie, Forrester's Delivery Man
Lil' Zane
Damon
Stephanie Berry
Janice Wallace
Fly Williams III
Fly
Damany Mathis
Kenzo
Damion Lee
Clay
Tom Kearns
Coach Garrick
Matthew Noah Word
John Hartwell
Charles Bernstein
Dr. Simon
Matt Malloy
David Bradley
Matt Damon
Steven Sanderson
Jimmy Bobbitt
Rapper
Capital Jay
Opposing Player
Jim Titus
Student
Cassandra Kubinski
Claire's Friend
Sophia Wu
Librarian
Gerry Rosenthal
Student Speaker
Tim Hall
Student Manager
Tom Mullica
Old Money Man
David Madison
Kid in the Hall
Joey Buttafuoco
Night Man
Jaime McCaig
Referee
William Modeste
Referee
Daniel Rodriguez
Hallway Boy
Samuel Tyson
Creston Player
Vince Giordano
Big Band Leader
Gregory Singer
Violinist
Dean Pratt
Trumpet Player
Kerry MacKillop
Trumpet Player
Harvey Tibbs
Trombone Player
Jack Stuckey
Sax Player
Mark Lopeman
Sax Player
Marc Phaneuf
Sax Player
Larry Wade
Sax Player
Conal Fowkes
Piano Player
Matt Munisteri
Guitarist
John Sullivan
Drummer
Ron Morgan
Mailor Priest
Alison Folland
Jeopardy Contestant
Alex Trebek
Himself
Chris M. Allport
John Coleridge
Brett Barsky
Student
Alexander Conti
Little Boy
Joe Crosson
Student
Gina Diaz
Subway Rider
Jessica Leshnower
Randi Rosenholtz
Student