Ah yes, imprecision in specification. Having worked with some Avalanche folks, they would speak of weather observations and weather forecasts. One of the interesting things about natural language is that we can be imprecise until it matters. The key is recognizing when it matters.
Which, ironically, is why I think AI would be great at it - for the simple reason that so many humans are bad at it! Think of it this way - in some respects, human brains have set a rather low bar on this aspect. Geeks, especially so (myself included). Based on that, I think AI could start out reasonably poorly, and slowly get better - it just needs some nudges along the way.
