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- The song, Power of Love, by Huey Lewis & the News is played in the stadium during the baseball game. The song was the theme song for Back to the Future (1985), which starred Zoey Deutch’s mother, Lea Thompson.
- Glen Powell’s grandmother can be seen sitting in the stands during the baseball game.
- The movie’s premise came from producer Juliet Berman’s real-life attempt to set up her boss with the boss of another assistant she had a crush on. They managed to get their bosses to have dinner together, but no romance sparked from the date.
- Zoey Deutch refused to use the spit bucket during the pizza scene and ended up eating so much pizza that she threw up.
- MGM had originally acquired the rights to the movie, with Emilia Clarke attached as the star. However, after multiple production delays, Clarke had to drop out due to scheduling conflicts with Game of Thrones. With Clarke out, MGM dropped the movie, and Netflix picked it up.
- CGI was needed for the scene where Duncan throws coffee in Rick’s face. According to director Claire Scanlon, Digg’s costume repelled the liquid, so they added the coffee stain in post-production.
- The movie’s original cut was two and a half hours long, so the filmmakers had to cut several scenes. Claire Scanlon has said the one scene she hated to cut was after the Korean BBQ disaster date between Rick and Kirsten, Charlie “decides to take it upon himself and follow Kirsten to find out more information about what makes her tick. He follows her to a lunch with her mother, so he’s stalking her, but in a very physically astute way.” He ends up eavesdropping on their conversation, where Kirsten’s mother dismisses sports journalism.
- Amy Poehler was initially envisioned as Kirsten.
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