I thought that was what I was imagining too, but I realized that what I'm offering isn't simply "a place to talk about your problems". What's missing in these communities, I think, is a particular level of expertise and understanding of personal development, our ego, personality differences, etc. It's hard to describe, that's why I don't really know how to pitch my idea succinctly.

Do you mean you want a discussion site with therapists or psychologists doing AMAs or leading group discussions or something like that? Or do you mean you want a more sophisticated user community, something like Math Overflow for self-help practitioners? The first seems like mostly a matter of how to pay the professonals, the second is likely to be more self-organized and closed and probably exists in many forms under the radar already.

I'm thinking more like an "advice-column", where people can tell me their struggles and I'll try my best to share some perspective. It seems cheesy but I think high-quality ones are almost non-existent. And I'm confident enough in my ability to provide some real value here.

I see, well is anything stopping you? Note: IANAL but I have a definite impression that if you plan to charge for this type of assistance, you need a license, at least here in California. But nothing stops you from going online and taking requests.