''The Family Man'' is a 2000 "WhatIf" film starring 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 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''.
!!This film includes examples of:
* ActorAllusion: It's probably not a coincidence that Nic Cage was in both this and PeggySueGotMarried.
* 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.]]
* 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''.
* GenreSavvy: Annie knows right away that this Jack isn't really her father, since he seems confused by everything.
* HeelFaceTurn: Jack, though he wasn't a really ''evil'' guy to begin with.
* ItsAWonderfulPlot: An [[InvertedTrope Inversion]].
* LonelyAtTheTop: Jack's life after moving to London in 1987.
* MagicalNegro: Cash.
* 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.
* 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.