Actually Python type checkers must be opinionated. Python doesn't define the semantics of type annotations so type checkers have to choose them.

They don't always choose the same options, so some Python code may type check in one type checker and not in another.

Yes this is a dumb situation but that's how it is. So Pyright has to make a choice here, and they chose the most sensible option.

You're free to disagree of course.