Dustin Hoffman
Master Carvelle
Kevin McHale
Wooly
Josh Lucas
Gerard
Debra Winger
Ms. Steel
Kathy Bates
Headmistress
Garrett Wareing
Stet
Joe West
Devon
River Alexander
Rafael 'Raffi' Abrams
Sam Poon
Frederick
Dante Soriano
Fernando
Grant Venable
Andre
Janine DiVita
Sally
Tijuana Ricks
Mrs. Kempner
Fernando Malvar-Ruiz
Maestro Molina
Mackenzie Wareing
Stephanie
Evelyn Manchester
Elise
Joseph Cardoso
Jimmy
Sejal Shah
Doctor
Jordan Fargo
Prep School Boy
Eddie Izzard
Drake
Paul Jude Letersky
Concert Usher
Richard Arthur Scola
Student
Leigh Ann Taylor
Radio Voice / Stock Market Expert
Desi Mulcahy
Abby - secretary
Wade Mylius
Monty
Fernando Mateo Jr.
Mr. Hardy
Wayne Wilson
ABC Coach
Rooter Wareing
Priest
Fred Evanko
Audience Member (uncredited)
Riley Evanko
Audience Member (uncredited)