It's possible to ship working dynamically-typed code that is just absolutely littered with problems that static-analysis tools complain about (even to the point of being "accidentally correct"). So then you can spend a bunch of hours making it compliant, and it's a big refactor that takes a while for other people to review/qa/approve, meanwhile the product folks are grousing about the time it's taking away from the sprint when it's not a roadmap feature, and as a programmer you might completely believe it's worth the effort to clean up the code, but you're still having to deal with a lot of friction.