Amy Sedaris as Jerri Blank

Stephen Colbert as Chuck Noblet

Paul Dinello as Geoffrey Jellineck

Greg Hollimon as Principal Blackman (as Gregory Holliman)

Philip Seymour Hoffman as Henry

Ian Holm as Dr. Putney

Chandra Wilson as Inmate

Deborah Rush as Sara Blank

Dan Hedaya as Guy Blank

Joseph Cross as Derrick Blank

Elisabeth Harnois as Monica

Alexis Dziena as Melissa

Carlo Alban as Megawatti

Allison Janney as Alice

Dolores Duffy as Iris Puffybush

Maria Thayer as Tammi Littlenut

Sarah Jessica Parker as Peggy Callas

Matthew Broderick as Roger Beekman

Chris Pratt as Brason

Justin Theroux as Carlo Honklin

Kristen Johnston as Coach Divers

Sarah Thyre as Coach Wolf

Ryan Donowho as Stanley (uncredited)

Wallace Little as Trace