Jason Segel

David Foster Wallace

Jesse Eisenberg

David Lipsky

Mamie Gummer

Julie

Mickey Sumner

Betsy

Johnny Otto

Pilot

Anna Chlumsky

Sarah

Joan Cusack

Patty

Becky Ann Baker

Bookstore Manager

Ron Livingston

David Lipsky's Editor

Dan John Miller

NPR Host

Punnavith Koy

Movie Goer

Joel Thingvall

Movie Theater Usher (uncredited)

Alan Holasek

Box Office Clerk (uncredited)