- Cast the Runner-Up: Robert Downey Jr. originally auditioned for Morgan Hiller, but the director thought he was completely wrong for the role. He liked Downey's smile and thought he'd be better suited for Jimmy Parker.
- The Cast Showoff: Panchito Gómez (Mickey) was an experienced graffiti artist, so he did all the graffiti in the film.
- Dawson Casting: Paul Mones was 29 playing a teenager.
- Harpo Does Something Funny: Robert Downey Jr. ad-libbed his jokes at the country club.
- Looping Lines: One scene had to be re-dubbed due to the exhausted sound recordist accidentally erasing the audio.
- Non-Singing Voice: James Spader is merely lip-synching during the piano song; the song "We Walk the Night" is performed by Paul Carney, one of the sons of Art Carney.
- What Could Have Been: A young George Clooney auditioned for Jimmy's brother, but it was felt that he didn't look like Robert Downey Jr.'s brother.
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