A lot of great recc's here. Pretty much my top 10 has already been listed so I will try to go off the beaten path a bit as I scroll down the IMDB list. I was surprised by Fury. The trailer played it off as an action film with tanks and Brad Pitt, but that movie is dark and somber. I'd say it stands toe to toe as far as showcasing the sadness and depravity of war with any of the great scenes of Band of Brothers and Ryan beyond storming the beaches.
When you're done with Band of Brothers, Pacific is pretty good, too. Not as good, but it has the kid from Jurassic Park and some awesome bits that make it worth a watch. Black Hawk Down is a super slept on Ridley Scott flick that has some of the most anxiety inducing battles ever. You really feel the stress in everybody's acting. Das Boot is a god damned classic. Rescue Dawn I recall liking if you enjoy that escape from a jungle camp survival thing.
We Were Soldiers and Letters from Iwo Jima are an interesting duo that tries to tell the stories from both sides of that terrible battle. Depending on what you consider Military flicks, Empire of the Sun and Hotel Rwanda are both amazing.
And now for documentary corner!
If you haven't watched the Ken Burns documentary series on WW2, Do it. The stories are told spectacularly, and I was enthralled with that as I was with Band of Brothers. Restrepo is probably my favorite modern documentary. There's a couple series that tell the story of the initial surge into Iraq and how completely nuts it was. I forget the titles but I think they are on HBO and Netflix.
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