- Actor-Shared Background: Chiles parents are revealed to have served time in prison. Leighton Meester was in the same situation.
- Breakaway Pop Hit: Leighton Meester's "Summer Girl" is better remembered than the film.
- Dueling Movies: With Crazy Heart.
- Irony as She Is Cast: Tim McGraw, a successful country singer, is the only one of the four leads who does not sing in the film.
- Method Acting:
- Garrett Hedlund actually stayed in Tim McGraw's ranch and had guitar rehearsals there so he could fully immerse himself in the mindset of a country singer.
- Both Garret Hedlund and Gwyneth Paltrow learned to play guitar and trained their voices for the film, so as not to rely on doubles.
- Missing Trailer Scene: A music video for the song "Summer Girl" contains a few shots of Chiles performing in the bar that don't appear in the final film. She's shown only performing the end of the song in the actual scene.
- Reality Subtext:
- Beau was based off country singer Hayes Carll, who ended up writing most of his songs in the film.
- Leighton Meester was also in the process of releasing her first album, giving her a few parallels to Chiles.
- Star-Derailing Role: The successive failures of this movie, Monte Carlo (2011) and That's My Boy ended any chance Leighton Meester had at becoming a bankable Hollywood star. She has found a little more success as a singer.
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