Dustin Hoffman

Master Carvelle

Kevin McHale

Wooly

Josh Lucas

Gerard

Debra Winger

Ms. Steel

Kathy Bates

Headmistress

Garrett Wareing

Stet

River Alexander

Rafael 'Raffi' Abrams

Erica Piccininni

Debbie

Janine DiVita

Sally

Tijuana Ricks

Mrs. Kempner

Sejal Shah

Doctor

Eddie Izzard

Drake

Paul Jude Letersky

Concert Usher

Richard Arthur Scola

Student

Leigh Ann Taylor

Radio Voice / Stock Market Expert

Wade Mylius

Monty

Fernando Mateo Jr.

Mr. Hardy

Erica Piccininni