You're adding type hints to your Python code, your editor is happy, autocomplete is working great. But then you switch tools and suddenly there are red squiggles everywhere. Who decides what a float annotation actually means? Or whether passing None where an int is expected should be an error? It turns out there's a five-person council dedicated to exactly these questions -- and two brand-new Rust-based type checkers are raising the bar. On this episode, I sit down with three members of the Python Typing Council -- Jelle Zijlstra, Rebecca Chen, and Carl Meyer -- to learn how the type system is governed, where the spec and the type checkers agree and disagree, and get the council's official advice on how much typing is just enough.