The article says that the lack of type checking "lets through" a certain class of errors. However, let's be specific here: there is no build-time static analysis phase in the transformation of python source to executable code. So "lets through" means the same thing whether you have strong typing or not: the error is going to be found at runtime. What we're really talking about, then, is converting AttributeError ("YourObject has no attribute 'startswith'") into something more specific ("Hey, this is supposed to be a string!"). Honestly, that seems to me to be a pretty minor increase in diagnostic information.
So the bottom line for me is that I feel I didn't really understand duck typing. I used to joke that the term actually meant "no typing," and that is in some respects true. But what it really means is "the thing can do what the method expects it to be able to do." If the thing can't serve in the expected role, then the existing errors that result are sufficiently explanatory, imo.