Bear in mind this was not written for an audience, let alone a HN audience.

...and having read it, the only thing I'd yell is that "I AGREE WITH ALL YOUR PAIN POINTS". Especially around documentation and package management.

I do like type annotations for improving the reading experience of Python codebases, even if you're not using a type checker, but trying to get people to use them consistently for new code in an org that has a large pre-existing codebase involves either a lot of carrots, or some CI based sticks, and I don't quite have the organisational influence to just drop that on people... ...yet.