The Family Man

Revealing mistake: In the bowling alley scene where Jeremy and Nick are discussing the red-haired woman, you can see Nick shaking from laughter and even hear it. It is easier to spot if you have watched the outtakes. Nick simply could not contain his laughter during this scene and so they just shot him from behind and left it in. This happens in another scene as well, when they first enter Jeremy's "manly" den. These two were just having too much fun filming this movie. Watch the outtakes.

Tiffany Fife

Continuity mistake: When Kate is eating the olives at the Christmas party it shows her with only one left. It then cuts back to Jack Campbell and when it cuts back to Kate she suddenly has two left on the toothpick.

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Jack: I'm in the middle of a deal.
Cash: Well, you're working on a new deal now, baby.

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Trivia: Nicolas Cage actually owned the Ferrari 550 Maranello that he drives in this movie.

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Question: Jack does not meet the Black mugger/angel again after returning to his former life. He wakes up in his apartment the same date he fell asleep, on Christmas. Were Jack's experiences all a dream?

Answer: More of an alternate reality. He really was living the life he'd have lived if he'd come back from his flight. The "angel" placed Jack in an alternate reality, then put him into the past in his original reality after he'd learned from his experience.

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