Given his 2 years as a "creative" at Google listed as the only work experience except for internships (which probably don't make you net-rich), this guy seems to have some pretty great inheritance fund... While he certainly does art, the website and the project he's working on don't look like they could support a AirBnB and jet-based lifestyle (add ~USD1000/month for getting your random connection to the next place) but in todays VC-fueled world, you never know.