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
Stephanie Cotton
United Ticket Agent
Dan John Miller
NPR Host
Noel Fletcher
ISU Student
Michael J. Stalmer
Night Watchmen
Punnavith Koy
Movie Goer
Ben Phelps
Mall Shopper
Joel Thingvall
Movie Theater Usher (uncredited)
Ryan J. Gilmer
Skyway Passerby (uncredited)
Alan Holasek
Box Office Clerk (uncredited)