Bad Santa (2003)
Movies with the word “bad” in their title that focus on characters who have behavior issues go back, at least, to the original Bad New Bears, but over the last decade or so they’ve kind of became a thing, and that all stems back from how great Bad Santa was. From director Terry Zwigoff, who’s the same purveyor of counter culture sleaze that brought us stuff like Crumb and Ghost World, Bad Santa casts Billy Bob Thornton as a drunken, perverted, despicable thief who pulls off a yearly scam where he poses as a department store Santa and then robs the place blind on Christmas Eve.

Things take a turn when he meets a weird, snotty, annoying kid played by Bret Kelly. They don’t really bond, and they don’t really teach each other about life or anything—because this movie is way more uncompromising than that—but their relationship does somehow manage to be hilarious and kind of bittersweet anyway. If there’s any modern movie that’s going to become a lasting Christmas classic, it’s Elf, but, if there’s another one, it’s Bad Santa.

I can definitely recommend this movie, if you haven't watched it, do it!