This one of my favorite movies. It has an awesome romance. It has one of the toughest and most lovable female leads to grace the screen in Sally. In Jack we have a classic mid-life crisis, a fall from grace, and a reinvention. Jack's voyage of self discovery draws us in almost tragically. With a 76 minute run time, every detail in every screen is used and that economy truly enhances the experience. The Two Faced Politician/Mayor is an example of the attention paid to detail here as the fantasy is most effective when mirroring reality.
If you have to limit your film library to a dozen titles--The Nightmare Before Christmas (1993) would be a worthy entry. In my many watchings it has managed to stay fresh and relevant.