As long as possible. Heading south for the winter so I can continue. A lot of money would be nice lol, but I wouldn't mind getting a Master's Degree and having a remote job, upgrading to a van and living in national forests and visiting family/friends; as opposed to hanging out in Walmart parking lots and yelling at loud birds (which is mostly just for fun).
Unavoidable realities include, bathroom availability, no privacy, and little control (outside of moving) over neighbors in parking lots and weather conditions; which affect the mood more than you would think - rain is a real bummer in the heat.