Scriptwriter Charlie Kaufman felt dissatisfied with the way George Clooney treated his script. He commented: "I spent a lot of time working on the script, but Clooney wasn't interested in the things I was interested in. I've moved on, and I've no animosity towards him, but its a film I don't really relate to." Clooney acknowledged he made changes, because there were 'funky scenes' that never would have got the greenlight for a studio film.
The film was spoofed in a brief article in The Onion entitled "Movie Marketed as Six Different Genres" ("a romantic comedy, a spy thriller, a Hollywood satire, a straightforward biopic... a strange, Being John Malkovich (1999)-esque mind-bender," and a chick flick).
After his training, Chuck says goodbye to "Jack" and "Lee." Considering popular conspiracy theories regarding the John F. Kennedy Assassination, this is clearly a tongue-in-cheek reference to Jack Ruby and Lee Harvey Oswald.
When Chuck completes CIA training he says goodbye to "Jack" and "Lee" subtle nods to Jack Ruby and Lee Harvey Oswold both have been allegedly tied to being in the CIA and involved in the Kennedy assassination with Oswald shooting JFK and Ruby killing Oswald.