Dynamic typing and the lack of a formal compilation step are great for productivity, but they come at a cost. You need a proper CI pipeline to run linters (granted, you need that in statically typed languages too) and, most importantly, you need to write tests. Sure, you need to write tests for any language, but not having them for languages like Python is going to bite you that much harder.

I've seen pretty large Python codebases that worked just fine. And smaller Java codebases that were unmaintainable.