''The Family Man'' is a 2000 "WhatIf" film starring Creator/NicolasCage, Tea Leoni and Don Cheadle in which Cage plays Jack Campbell, a wealthy Wall Street executive who hears from his old college girlfriend and wonders [[WhatCouldHaveBeen what might have been]]. He has a fateful meeting with a man who magically sends him to an AlternateUniverse where he married his college girlfriend.
The film is similar to ''Film/ItsAWonderfulLife'' because it starts on Christmas Eve. Moreover, by the end, Jack learns that living a quiet [[HappilyEverAfter happy family life]] is preferable to achieving [[LonelyAtTheTop success and wealth at work]].
Not to be confused with the ''WesternAnimation/FamilyGuy''. Also, the AlternateUniverse Jack Campbell goes [[FamilyMan straight to this trope and the film title]].
!!This film includes examples of:
* BookEnds: The film begins and ends at an airport.
* CorruptCorporateExecutive: Jack Campbell's boss kinda comes across as much, he even jokes about the idea.
* DefrostingIceKing: Jack Campbell.
* DidNotGetTheGirl: [[spoiler: Subverted by the end of the film.]]
* FamilyMan: [[MarriedToTheJob A successful but lonely businessman]] who has a WhatIf scenario in which he has a family with his ex-girlfriend from college instead being a successful man he's now.
* FigureItOutYourself: Cash dumps Jack into an alternate life with no information whatsoever about his life, job, etc. So Kate thinks right away that Jack is acting horribly when he forgets their anniversary, doesn't know how to communicate with her, etc. Part of it is that Jack just wants to get back to his own life (initially), but it also stems from the fact he simply doesn't know anything about this new life.
* ForWantOfANail: The entire meaning of Jack's alternate life, or ''glimpse''. What if he stayed with his girlfriend Kate in the United States rather than travel to London to jumpstart his career in finance?
* HeelFaceTurn: Jack, though he wasn't a really ''evil'' guy to begin with.
* ItsAWonderfulPlot: An [[InvertedTrope Inversion]]. Jack is shown how much fuller and happier his life would be had he stayed with his girlfriend after college rather than moving to London and starting his rich-but-lonely life and career as a high-powered stockbroker.
* LonelyAtTheTop: Jack's life after moving to London in 1987, although he doesn't realize it until he's shown [[ItsAWonderfulPlot what might have been]] had he not embarked on his high-powered Wall Street career.
* MagicalNegro: Cash is the black man who sends Jack to a WhatIf universe to show him what his life might have been if he had taken different choices. It's never stated, though implied, that he's a Jack's guardian angel.
* MarriedToTheJob: In Jack's original life, he didn't really have anything outside of his job as a high-level Wall Street executive. He even spends Christmas Night alone because he [[LonelyAtTheTop doesn't have anywhere to go]]. His boss plays this straight too, though he proudly claims that it's because he's simply a heartless bastard.
* MistakenForAliens: Annie thinks Jack is an alien who has taken the place of her real father. Jack runs with it so she will help him assimilate to his new life.
-->'''Annie''': Welcome to Earth.
* MsFanservice: Tea Leoni's shower scene. Doubles as a [=CMoF=] when Jack is taken aback by seeing her nude.
* OpinionChangingDream: A mysterious man named Cash shows Jack an alternate life where he chose to start a family with his college girlfriend Kate rather than become a Wall Street executive who doesn't yet realize he's LonelyAtTheTop. Cash describes this as a "glimpse" and thus only temporary, but Jack does wake up in the same place and time before the glimpse began, his downtown bachelor's apartment. The experience leads him to track down Kate and reconnect with her after by giving a heartfelt description of the life he saw they had together.
* PrecisionFStrike: During Arnie's WhatTheHellHero scene.
* TheScrooge: Jack Campbell, before he got better.
* SmugSnake: The alternate version of Alan Mintz.
* WhatTheHellHero: Jack gets one from his alternate-universe buddy Arnie when Jack wants to have a fling with another woman coming onto him (Jack thinks this is OK because this isn't his life, so Kate isn't really his wife). Arnie reminds him how much all of his friends are envious that Jack is happily married to someone like Kate and that he shouldn't "[[PrecisionFStrike fuck up]]" the best thing to ever happen to him.