Have you worked with TypeScript? I’m working with both every day and I’m always frustrated by the limits of the 'type' system in Python- sure it’s better than nothing but it’s so basic compared to what you can do in TypeScript. It’s very easy to use advanced generics in TypeScript but a hell to do (sometimes outright impossible) in Python.

Yep, although never in a project of a similar size. One advantage of the Python setup is that the types are ignored at runtime, so there's no overhead at startup/compilation time. Although it's also a disadvantage in terms of what you can do in the system, of course.

Deno and latest versions of Nodejs run TS code without transpilation

I agree it is pretty nice (with uv and as long as you REALLY don't care about performance). But even if you are one of the enlightened few to use that setup, you still have to deal with dependencies that don't have type annotations, or only basic ones like `dict`.

Typescript (via Deno) is still a better option IMO.