Parker Posey
— Drew
Eric McCormack
— Colin
James Frain
— Miles Moss
John Carroll Lynch
— Conway
Pamela Reed
— Colin's Mother
John Aylward
— Colin's Father
Dana Millican
— Reese
Macall Gordon
— Preschool Principal
Alycia Delmore
— Caitlin
Nicole Santora
— Doctor
Michael Panes
— Adjuster
Rodney Sherwood
— Putnam Hatch
Sheila Goold
— Magazine Writer
Todd Courson
— Ivan
Bradley Goodwill
— Elizabeth's Brother-In-Law
Ray Tagavilla
— Brandon
Lindsay Fishkin
— Escrow Officer
Ada McAllister
— Real Estate Agent