Need for Advanced Typing Tutorials

I find there are very few good resources online for understanding difficult typing concepts. While the mypy docs and typeshed readthedocs are a great start, I find myself in need of much more advanced tutorials.

Specifically, I work with many older 3rd party libraries (some of which are C-ports), and it is very painful trying to successfully type hint those.

I would love to see YouTube videos and/or a book on the subject. I’m also able to go through the typeshed repo and study the library of types that already exist, but perhaps my biggest pain point is using the @overload decorator and making subclasses of 3rd party libraries Liskov compliant.

Does anyone else have the same struggles?

Please let me know and if there’s something that can be done to create a (truly) advanced typing tutorial for Python.