Obviously you put more thoughts to it than I did. Yes, self-help can be a very wide category, a superset of all learning. I was thinking about something more narrow, like changing one's habits or developing social skills.

So... uhm, I don't know. Probably would try to split it to some categories, one per article, and put some time (a few days?) between them, if one category is enough to make a big discussion. Also, giving the specific category may help people remember some material that wouldn't come to mind when thinking about "self-help" in general.

I'd say try the first topic, and you'll see how it goes. Good luck!