Dustin Hoffman as Master Carvelle

Kevin McHale as Wooly

Josh Lucas as Gerard

Debra Winger as Ms. Steel

Kathy Bates as Headmistress

Garrett Wareing as Stet

Joe West as Devon

River Alexander as Rafael 'Raffi' Abrams

Sam Poon as Frederick

Dante Soriano as Fernando

Erica Piccininni as Debbie

Grant Venable as Andre

Janine DiVita as Sally

Tijuana Ricks as Mrs. Kempner

Fernando Malvar-Ruiz as Maestro Molina

Mackenzie Wareing as Stephanie

Evelyn Manchester as Elise

Joseph Cardoso as Jimmy

Sejal Shah as Doctor

Jordan Fargo as Prep School Boy

Eddie Izzard as Drake

Richard Arthur Scola as Student

Leigh Ann Taylor as Radio Voice / Stock Market Expert

Desi Mulcahy as Abby - secretary

Wade Mylius as Monty

Fernando Mateo Jr. as Mr. Hardy

Luke George Gardone as Kid

Antonio Manuel Nicholas as Leo

Wayne Wilson as ABC Coach

Rooter Wareing as Priest

Erica Piccininni as

Fred Evanko as Audience Member (uncredited)

Riley Evanko as Audience Member (uncredited)