Check out Ovid.tv, it's a kinda new streaming service put together by several independent film distributors that has a bunch of radical/left-wing documentaries, esp. from Latin America and Africa.

For history, I'm a big fan of Eric Hobsbawm —

The Age of Revolution: 1789–1848 The Age of Capital: 1848–1875 The Age of Empire: 1875–1914 The Age of Extremes: 1914–1991

Also, for a more America specific perspective, Mike Davis' Prisoners of the American Dream is fantastic.

We're stuck in an infinite 90s time loop

I've been slowly doing this with my parents during quarantine and it's been really rewarding to witness in real time.

It felt let like a letdown in comparison to the rest of Olivier Assayas' filmography, but its politics are fairly decent/pro-Cuba