I'm more interested in 'settling down' and 'getting to work' these days, realizing that my sense of personal success is mostly dependent on quality relationships, productivity, and a sense of community belonging. Now, I've done my fair share of living life on the road, and I always enjoyed the experience, but just like the comedown from a psychedelic drug high I was always grateful at the end to be back home squared away in my "real world."
My issue is not with the self-determinism or the low-impact tiny house living, just with the transience of it. Is he certain that he'll be able to be productive working out of the back of a van or in random cafes around the country? What about stimulating interactions with colleagues? Girlfriend??