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