***ADDED: There are already some great suggestions in the comments, but let me add one more qualifier. “The American President” is a great choice, Sergio Leone’s “Once Upon a Time in America” or “The Godfather” not so much, at least for what we’re trying to do here. The film’s leftist politics should not be obvious, spoken even, not hidden in the subtext. We’re looking for blatantly political films.
Though it’s not completely my fault, even I get tired of all my negativity on this site. Again, it’s not completely my fault (damn you, Liam Neeson). After all, Hollywood hasn’t done anything right since handing the Superman franchise over to Zack Snyder. But that doesn’t mean I can’t still aspire to something better, can’t try to rise above my ongoing frustration with a medium I’m in love with but that can’t stop breaking my devoted heart. Yes, I’m Frank to Hollywood’s Ava. So in order to lighten things up some, here we go with a Christmas holiday gift to our Hollywood friends on the left: an utterly sincere list of what they’ve done right.

No tongue-in-cheek, no sarcasm, no irony; we will present 25 bona fide left-wing films so well crafted, acted, written, and directed that they rise above their obnoxious politics and still manage to entertain, provoke, and enlighten – and by enlighten I’m not referencing their individual agendas, but rather enlighten about but about something bigger than message: the human condition, our place in the world, what it means to be who we are. Or maybe the story is just too much fun, too entertaining, and too cinematically awesome to be brought down by all the speechifying and stupidity.
One key distinction here — and this is important — is the difference between “liberal” and “left-wing.” Liberals champion free speech, left-wingers champion a bit of fascism we call political correctness. Liberals believe in a colorblind society, left-wingers believe in multiculturalism. Liberals oppose anti-Semitism, leftists either practice or tolerate it. You get the point. So you’re not going to see “To Kill a Mockingbird,” “Gentleman’s Agreement,” or the work of the great Stanley Kramer on this list. This is an accounting of “left-wing” films; rabidly anti-American, anti-military, anti-human, anti-religious, anti-capitalism, anti-progress, anti-liberty or pro-some obnoxious backwards agenda, such as the benefits of extreme environmentalism or the benevolent beauty of a bigger federal government.
As with all countdowns we will eventually make our way up to The Greatest Left-Wing Film Ever Made! Which might sound like a contradiction in terms, but can assure you it’s not. (more…)