Since Python type checking is functionally optional, it implies that somewhere, somehow, someone has opted out, or has used a type checker that differs subtly but unpleasantly from the one you're using. Python's type checker systems are fundamentally a _linter_ more than something like Java or C...or Rust.

It's not about feeling. It's about the theorems you can make about the codebase. With Python the answer actually is ¯\_(ツ)_/¯.