If you're working in a small enough team (or solo) or a young codebase I think you won't see a ton a lot of value a basic type system can bring. I say this with

If you're working in a small enough team (or solo) or a young codebase I think you won't see a ton a lot of value a basic type system can bring. I say this with experience with both Java and Python but not Kotlin. Reading old undocumented code and refactoring it confidently is wildly easier with Java than Python. The structure provides obvious moves and shifts and reason about code you haven't fully read yet. Even with relatively clean Python (i.e. No messing with scopes or abusing dicts as params or monkey patching) you can still end up with difficult knots. One of the most frustrating examples is that even typos can remain uncaught without near 100% code coverage. I find these occur readily not when I'm writing code but when refactoring.