Part of the problem here is that we don't really know anything about these problem users. We are making assumptions about their newbie-ness, motivations, laziness, language skills etc., but we don't really know. I think this makes finding a solution more difficult.

Because if they're newbies, the solution is education. If they're lazy, the solution is making their life more difficult. If their problem is language skills, maybe we need a 'excusemyenglish' tag that they add themselves. etc.

I think flagging for editing isn't a bad idea, though I agree that in most cases it's easier just to go in and edit the question yourself (if you have the rep).