I agree that the ability to ask the right questions is a rare skill. I had a supervisor once with that ability. I tried to learn as much as I could about that from him.

That said, I think ultimately there are some questions that have no answers regardless of how we try to answer them. For chaotic systems, even small uncertainties in the inputs result in large differences in the outputs. In that sense, we can always ask questions, but our questions sometimes can never be precise enough to get meaningful answers. That statement is hard to wrap your head around without taking a course in chaos theory.