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Trivia: Cutthroat Island
  • Awesome, Dear Boy: Frank Langella considers Dawg to be one of his three favorite roles (the other two are Richard Nixon and Skeletor), because he got to not only be a pirate, but a scenery-chewing over-the-top bad guy pirate. Apparently, the man loves being able to just go for broke in a role.
  • Box Office Bomb: In terms of net loss, the biggest box office bomb ever.
  • Creator Killer: Cutthroat Island bankrupted the studio Carolco, as well as destroying Geena Davis' career and her then-husband Renny Harlin's respectability as a director (only the distributor came out rather unharmed). The flop of this film (as well as that of The Long Kiss Goodnight, also starring Davis and directed by Harlin) is widely credited with destroying their marriage, as Harlin had pushed for Davis, then known for comedic roles, to headline the two blockbusters.
  • Genre-Killer: Some have accused the film of being this for swashbuckling pirate movies. In reality, the genre was already dead at the time. Cutthroat Island just failed to revive it. We would not see another swashbuckling pirate movie from a major studio until Disney released Pirates of the Caribbean: The Curse of The Black Pearl in 2003.
  • Hey, It's That Guy!:
  • Money, Dear Boy: The filmmakers, who really weren't invested in the project, made it anyway, because the budget was already secured by investors beforehand and they were contractually obliged.
  • Playing Against Type: Harlin hoped this movie would turn Geena Davis, an actress that had made her career on light romantic comedies, into an action star. It failed.
  • Star-Making Role: Despite the film flopping, it got John Debney (who mostly had been a television composer before this) noticed in the film scoring circles and launched his career.
  • What Could Have Been: Michael Douglas was initially cast as William, but decided that he wasn't getting enough screentime and dropped out. Many other actors were approached for the role, but passed it up before the producers found Matthew Modine. (Part of the problem may well have been that most of them were bigger stars than Geena Davis, but the story required them to play second banana to her.)
    • Meryl Streep was also very, very close to playing the part of Morgan but had too much of a busy schedule to work it in.

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