Family Man (2000)

A fast-lane investment broker, offered the opportunity to see how the other half lives, wakes up to find that his sports car and girlfriend have become a mini-van and wife. - Anonymous

A modern-day Frank Capra story. Jack Campbell, a successful and talented businessman, is happily living his single life. He has everything, or so he thinks. One day he wakes up in a new life where he didn't leave his college girlfriend for a London trip. He's married to Kate, lives in Jersey and has two kids. He, of course, desperately wants his life back for which he has worked 13 years for. He's president of P. K. Lassiter Investment House and not a tire salesman at Big Ed's. He drives a Ferrari and not a mini-van that never starts. And most importantly he doesn't wake up in the morning with kids jumping on the bed. After a bad start, day by day he's more confident in his new life and starts to see what he's been missing. Turns out money's good to have but that's not everything.

On Christmas Eve, two days before he pulls off a multi-billion-dollar merger, Wall Street hot-shot Jack Campbell gets a phone message from a woman he almost married 13 years before. He also tells a gun-toting street tough that he has everything he needs. The punk laughs. Christmas morning, Jack wakes up next to his old girlfriend, in some sort of parallel universe, in a 12-year marriage. Over the next few weeks, he gets a glimpse of what his life would have been like if he'd married her: a house in Jersey, two children, bowling trophies, a job at his father-in-law's tire store, and a lot of love from his wife Kate. When this Dickensian adventure ends, what will he do?