exactly what kind of thoughtful, well written response can I expect from the landing page's example question of "Am I socially awkward?" or "Why isn't she texting me back?"

What kind of a stranger could give me actual answers to those questions?

I can imagine a few good (applicable) answers to someone who'd pay ten dollars to email someone those questions... but I can't imagine any answers that are actually worth than ten bucks.

> But will it be a thoughtful, well written response?

/r/subredditdrama

It's full of self-righteous people who enjoy watching other people fight. On the other hand, they tend to be people who are less interested in fighting and rather enjoy engaging conversation. I've had some brilliant belief-altering discussions in there, and most importantly, situations where both parties "respectfully agree to disagree."

You just have to find the sweet spots in Reddit - it takes a fair amount of participation to finds those places (but SRD is a good start).

Holy shit, of all the subs you could've mentioned. SRD is incredibly biased in certain topics, they ALWAYS brigade the subs they are against, and have the most awful crowd of the site. Seriously, the whole metasphere is incredibly toxic.