William Forrester

Šon Koneri

Forrester

Sean Connery

Robert Crawford

Ф. Мюррэй Абрахам

Jamal Wallace

Rob Brown

Crawford

F. Murray Abraham

Claire Spence

Anna Paquin

Kenzo

Damany Mathis

Terrell

Busta Rhymes

Ms. Joyce

April Grace

John Coleridge

Michael Pitt

Dr. Spence

Michael Nouri

Student Manager

Tim Hall

Prof. Matthews

Richard Easton

Massie

Glenn Fitzgerald

Damon

Zane R. Copeland Jr.

Janice

Stephanie Berry

Fly

Fly Williams III

Damon

Lil' Zane

Clay

Damion Lee

Hartwell

Matthew Noah Word

Dr. Simon

Charles Bernstein

Coach Garrick

Tom Kearns

Bradley

Matt Malloy

Steven Sanderson

Matt Damon

Rapper

Jimmy Bobbitt

Opposing Player

Capital Jay

Student

James T. Williams II

Rapper

Jimmy Bobbit

Claire's Friend

Cassandra Kubinski

Librarian

Sophia Wu

Student Speaker

Gerry Rosenthal

Old Money Man

Tom Mullica

Kid in the Hall

David Madison

Night Man

Joey Buttafuoco

Referee

William Modeste

Referee

Jaime McCaig

Creston Player

Samuel Tyson

Big Band Leader

Vince Giordano

Hallway Boy

Daniel Rodriguez

Trumpet Player

Dean Pratt

Trumpet Player

Kerry MacKillop

Trombone Player

Harvey Tibbs

Sax Player

Jack Stuckey

Sax Player

Mark Lopeman

Sax Player

Larry Wade

Piano Player

Conal Fowkes

Sax Player

Marc Phaneuf

Guitarist

Matt Munisteri

Drummer

John Meyers

Mailor Priest

Ron Morgan

Jeopardy Contestant

Alison Folland

Alex Trebek

Alex Trebek

Library Assistant

Gus Van Sant

Director

Gus Van Sant