Are we trying to make a more friendly/welcoming site?

That sounds sensible to me. I think I tried to suggest something like that here but Olin was against it…

Olin might be of the view that so-called-crappy questions should get little or no help – that helpers are wrong and that help would be a disincentive to the author’s improving their own post, perhaps that the author should pay for (put the effort into) fixing their own mistakes.