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Anthony Heald
as
Vice Principal Scott Guber
Chi McBride
as
Principal Steven Harper
Fyvush Finkel
as
Harvey Lipschultz
Nicky Katt
as
Harry Senate
Jessalyn Gilsig
as
Lauren Davis
Loretta Devine
as
Marla Hendricks
Sharon Leal
as
Marilyn Sudor
Rashida Jones
as
Louisa Fenn
Joey Slotnick
as
Milton Buttle
Thomas McCarthy
as
Kevin Riley
Kathy Baker
as
Meredith Peters
Jeri Ryan
as
Ronnie Cooke
Michael Rapaport
as
Danny Hanson
China Jesusita Shavers
as
Brooke Harper
Joey McIntyre
as
Colin Flynn
Jon Abrahams
as
Zach Fischer
Michelle Monaghan
as
Kimberly Woods
Cara DeLizia
as
Marcie Kendall
Natalia Baron
as
Carmen Torres
