The Family Man

Jack Campbell is a fast-lane investment broker. His career is on it's top. One day, his secretary leaves him a message that Kate called him. Kate was his former girlfriend. About thirteen years ago Jack was about to fly to London, leaving Kate in United States, waiting for him. But Jack has never actually returned to her. He has built up a career as a broker - he's president of P. K. Lassiter Investment House.
One day jack tells a punk on the street that he has everything he actually needs. The punk laughs. Jack wakes up the next day up next to his old girlfriend. They're married, they have got two kids. Jack in not a broker, he works as a tire salesman at Big Ed's. His Ferrari has been replaced with a mini-van. It is some sort of a parallel-universe, where Jack never actually went to London - he returned to Kate the next day.
At first, Jack hates the new situation. But after a bad start, his new life starts to be more and more nice to him, he starts to notice what he has been missing. Jack discovers that being a Family Man is not as bad as it seemed from distance.

Thomas Anderson

Factual error: In the bowling alley scene, Jack's friend tells him that Kate is well-liked in all of Union County, but in the movie, Jack and Kate live in Teaneck, which is in Bergen County.

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Jack: Then I'm going to spend four hours skiing alone. Completely and utterly alone. I'm going to do that because that is my life, that's what's real... and there's nothing I can do to change that.

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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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