Most of my serious work has been done with statically typed languages, though of course I have worked with dynamically typed ones as well. There are a few things about dynamically typed languages that seem to productivity-negative, but it may just be my lack of understanding of how people expert at a dynamic languages work with them.

1 - When working with a large enough code base that you don't remember exactly what every function you have written needs, or using third party libraries, function signatures lacking type specifications make it harder to know what is expected. if there is documentation that is good, you can of course load that up, but this slows you down. IDEs today can usually show you the function signature as you type it, but with dynamic types you get less information.

2 - When refactoring something in a statically typed language, changing a data structure or type name will cause the compiler to error every single place that you need to adjust for your change. With a dynamic language you need to rely on unit tests or you will be finding places you missed during runtime for a long time afterwards. If you do rely on unit tests for this kind of thing, then you have sort of built an effectively statically typed environment, at some large degree of effort, with worse runtime performance to show for it.

I understand some of the workarounds people use to deal with these problem but a lot of them seem to push you to the point that you might as well use static typing and get better runtime performance for it.