Jason Segel

Character: David Foster Wallace

Jesse Eisenberg

Character: David Lipsky

Mamie Gummer

Character: Julie

Mickey Sumner

Character: Betsy

Johnny Otto

Character: Pilot

Anna Chlumsky

Character: Sarah

Joan Cusack

Character: Patty

Becky Ann Baker

Character: Bookstore Manager

Ron Livingston

Character: David Lipsky's Editor

Stephanie Cotton

Character: United Ticket Agent

Dan John Miller

Character: NPR Host

Noel Fletcher

Character: ISU Student

Michael J. Stalmer

Character: Night Watchmen

Punnavith Koy

Character: Movie Goer

Ben Phelps

Character: Mall Shopper

Joel Thingvall

Character: Movie Theater Usher (uncredited)

Ryan J. Gilmer

Character: Skyway Passerby (uncredited)

Alan Holasek

Character: Box Office Clerk (uncredited)