Fitzcarraldo.

Go big or go home.

That episode of the Boondocks

Grizzly Man

My best fiend. No contest.

Even Dwarfs Started Small

https://collider.com/werner-herzog-best-documentaries-ranked/

Start here?

Nosferatu, Phantom der Nacht

Or Fitzcarraldo or Aguirre...

So hard to choose!

I would show the old Kinski fiction movies first...

Lesson of Darkness is really cool. It's more like a meditative art piece than a documentary. I really liked it. I remember Herzog shot it from the perspective of an astronaut discovering an alien race on an alien planet.

It's just the aftermath of the Gulf War where they began burning the oil fields and it looks like something from a sci-fi. There are haunting interviews with the victims of the war. It's truly such a beautiful film that you just take in and experience.