Amy Sedaris
Jerri Blank

Stephen Colbert
Chuck Noblet

Paul Dinello
Geoffrey Jellineck

Greg Hollimon
Principal Blackman (as Gregory Holliman)

Philip Seymour Hoffman
Henry

Ian Holm
Dr. Putney

Chandra Wilson
Inmate

Deborah Rush
Sara Blank

Dan Hedaya
Guy Blank

Joseph Cross
Derrick Blank

Elisabeth Harnois
Monica

Alexis Dziena
Melissa

Carlo Alban
Megawatti

Allison Janney
Alice

Dolores Duffy
Iris Puffybush

Maria Thayer
Tammi Littlenut

Sarah Jessica Parker
Peggy Callas

Matthew Broderick
Roger Beekman

Chris Pratt
Brason

Justin Theroux
Carlo Honklin

Kristen Johnston
Coach Divers

Sarah Thyre
Coach Wolf

Ryan Donowho
Stanley (uncredited)

Wallace Little
Trace