Trivia: George Clooney (Everett) was going to sing "Man of Constant Sorrow" for the film but his singing voice was very poor so he ended up lip-synching the songs instead. He said "I'm not my aunt [referring to the late singer/actress Rosemary Clooney, best known for her role in "A White Christmas" (1954)]. I decided it would be easier to just do a passionate lip-sync." He was so nervous that the tapes of his singing would get out that he returned to the studio to ensure all the evidence had been erased. The musical director of the film confirmed this but said "George is a very good singer but that style of music is very difficult and one almost has to grow up singing it in order to sing it convincingly. George did a really good version of the tune but it wasn't as good as he wanted."
Trivia: Penny Lane picks up William to go see Stillwater at the Riot Club in L.A. In the very beginning of the scene in her car, a reflection passes up the windshield over William's face as they are driving. The Reflection is the prism and spectrum from Pink Floyd's "Dark Side of the Moon" album. There are no other reflections in this scene.
Trivia: The bouncer working alongside Paul Whitehouse on the door of Manumission is none other than Steve McFadden AKA Phil Mitchell in Eastenders.
Trivia: When Rob and Laura are lying in bed listening to Ray aka Ian have sex, Laura is reading a book called Love Thy Neighbor. Later on we learn that Laura indeed did love her upstairs neighbor.
Trivia: The 'Best Friends' necklace that Gwyneth Paltrow wears is also worn by Scott Speedman, perhaps hinting that she is the 'angel' he is looking for?
Trivia: Maureen is said in the movie to be the best dancer at the school. However, you never really see her do anything spectacular. That is because Susan May Pratt is the only non-trained dancer in the movie.
Trivia: Although Piper Perabo was able to sing for her character, it was decided that LeAnn Rimes would provide Violet's singing voice, albeit with a deliberate deviation from her natural vocal range. This means that during LeAnn's cameo in the movie, she is effectively duetting with herself.