In my completely subjective, not-official opinion, it's the open-ended ("soft") questions that need a new category. The sort of thing that wouldn't be allowed on StackOverflow, but would be totally fine on Quora or Yahoo! Answers (RIP). They're allowed here, but there's no category for them that really fits.
The #help category is for the SO-style closed-ended questions.
I don't think a category for open-ended questions should be called #questions, since that sounds too broad. Maybe something like #advice?