- Directed by Cast Member: The movie was written and directed by Nat Faxon and Jim Rash (Roddy and Lewis respectively). Both also collaborated for their other award-winning movie The Descendants.
- Playing Against Type: Two actors have their signature roles reversed: Steve Carell as a Type-A Jerkass and Sam Rockwell as a happy-go-lucky Manchild.
- What Could Have Been: The script originally set the story in 1984 but budget issues led to a present-day-with-an-unusual-amount-of-old-stuff setting.
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