Jason Segel as David Foster Wallace

Jesse Eisenberg as David Lipsky

Mamie Gummer as Julie

Mickey Sumner as Betsy

Johnny Otto as Pilot

Anna Chlumsky as Sarah

Joan Cusack as Patty

Becky Ann Baker as Bookstore Manager

Ron Livingston as David Lipsky's Editor

Stephanie Cotton as United Ticket Agent

Dan John Miller as NPR Host

Noel Fletcher as ISU Student

Michael J. Stalmer as Night Watchmen

Punnavith Koy as Movie Goer

Ben Phelps as Mall Shopper

Joel Thingvall as Movie Theater Usher (uncredited)

Ryan J. Gilmer as Skyway Passerby (uncredited)

Alan Holasek as Box Office Clerk (uncredited)