The main DVD menu is borrowed as a fake-out DVD intro for Fight Club as a reference to both the vandalism of project mayhem and the film's messages of anti-consumerism, anti-hollywood and anti-romance.
It is an issue in the movie that Josie is considerably older than her "high school crush" Guy (she is supposed to be 25, while he would be about 17), but actually, Drew Barrymore is 2 years younger than Jeremy Jordan, the actor who plays Guy.
David Arquette stars alongside both Drew Barrymore and Marley Shelton; Arquette started in all four Scream movies. Drew Barrymore starred in the first Scream whilst Marley Shelton reunited with Arquette in Scream 4 - 11 years later.
Josie's weight fluctuates from scene to scene. This is especially noticeable when Josie goes to the senior prom where her face and body are suddenly much heavier.
When Josie and Sam are painting, she wipes paint on his face. In the video that everyone at the office is watching, he wipes the paint off before putting paint on her face. In the shot of them "actually" he doesn't wipe the paint off at all.
When Josie is asked to read from Act 5, Scene 2 of "As You
Like It", she opens the book to the very beginning of the play instead (although it is conceivable that she was reciting from memory and didn't need the text at all). Also as Josie's book it open to the beginning, Aldys' book it open to almost the end, and the girl shown behind Josie book it open to the middle.
Josie Geller: You know, Adelie penguins, they spend their whole lives looking for that one other penguin and when they meet them, they know. And they spend the rest of their lives together.