if a question's philosophicalness can go away due to changes in facts about us rather than facts about the question, then we probably shouldn't even be using that as a category.

I think that's a good reason to keep using the category. By looking at current philosophy, we can determine what facts about us need changing. Cutting-edge philosophy (of the kind lukeprog wants) would be strongly determining what changes need to be made.

To illustrate: that there is a "philosophy of the mind" and a "free will vs determinism debate" tells us there are some facts about us (specifically, what we believe about ourselves) that need changing. Cutting-edge philosophy would be demonstrating that we should change these facts to ones derived from neuroscience and causality. Diagrams like this would be cutting-edge philosophy.