There's a subtle dance around __add__, __radd__, and NotImplemented. While most of the rules are in the language spec, I think we haven't specified carefully what the signature should be of e.g. the __add__ method, especially when annotations are inline. (At least, I didn't find any mention of NotImplemented in the spec.)
In typeshed we seem to ignore the "overload" __add__: (Any) -> Literal[NotImplemented] (to be loose with notation), but what do typecheckers do when they see a concrete __add__ or __eq__ implementation that can return NotImplemented?