I found this article to be sad, but ultimately kind of hopeful. TL; DR version:
- After moving to the suitcase, he goes to stay with a series of friends and family. Has zero "guest" skills and becomes a burden, asking people to cook for him, do laundry for him, and then inadvertently stealing their stuff.
- Realizing that he was burning through friendships, he goes in the other direction and spends almost half a million dollars renting a giant house for his friends to come hang with him. Inadvertently schedules this giant party for the school year, so friends with kids cannot come. The house is many flights away; too far for many casual visitors. Some people do come, though.
- Tries to AirBnB in towns where his friends are, can't find enough vacancy for his multi-week stays. Ends up in hotels. Now he is considering renting a smaller place in New York.
Bless his heart, this guy may be rich as heck, but he's a bit short on relationship skills. I admire his willingness to plow through what (to me) would be an incredibly painful and disruptive series of experiments to get to what he wants.