I think dynamic typing is better for explorative programming, for getting something working quickly, and then you iterate. Static typing requires a little more upfront design - i.e. understanding what you're doing before you start.

I've thought that present web development is in constant flux, as businesses figure out how to get their data online; frameworks etc are also in flux. And so dynamic typing is beneficial. Then, once we've established the best way to do things, static typing will again become important...

But it could be that development - change - has accelerated, and will only get faster. In which case, whatever gets you to working, to iterating and adapting to change, will be favoured. Which is a pity, because I like static typing.