I could perhaps find some of what I’m looking for in a counter-culture community, but I don’t think that’s what I’m describing necessarily (see more thoughts here: https://news.ycombinator.com/item?id=40029893)
You are exploring the space of the implications [of having more agency]. Sounds like an interesting thing to ponder.
I don't have much else to add but I'm remembering another "weird" place; I saw a documentary about a circus school in Montreal that feeds into Cirque du Soliel, lot of fun/odd personalities in there.