I think Wittgenstein demonstrated how much can be said in a language that doesn't have direct meaning when it comes to a logical framework. I think it's also underestimated the computing horsepower our brain uses to merely handle the ambiguity inherent to language. Given that to execute a program language needs to fit into some kind of logical, causal, framework, and that computers don't deal well with ambiguity, it's not surprising that this is a problem.