Would you consider a topic related to the "herding cats" category?
Mentoring, that is.
Lack of engagement with the established members is definitely a big barrier encountered by newcomers. You wouldn't expect to gain converts as a missionary just by uploading the Holy Bible to the internet page by page and giving each page a comments section, or by posting your personal insights about your religion onto this site. And yet, this is essentially what newcomers experience on LW.
I like your idea to get veterans of this community to have a conversation ...
"I suppose that you are less happier (though probably not in any way perceivable from a first person perspective) but way more relaxed, prone to be guided by your desires and wishes, and willing to actually go there and do that thing you feel like doing....."
What makes you think that the person you are responding to is more relaxed? You'd think that constantly pursuing wants would make them less relaxed since it takes a lot of energy to pursue worldly things.
And, what you think that you aren't relaxed?