I like that this guy's ethos is something along the lines of "better dressed homeless person." It won't last, though. Anyone of any means falls into the materialism trap. If you ever want to build anything, create art, open a business, all of that requires "stuff." If you're just some yob blogger dude then I guess you can make it work. I doubt very many women find it appealing.

I see people living out of their cars when I go to the library. It looks messy. My son gave up on Boy Scouts partially because camping and "urban outdoorsman" have become synonymous. The kids don't think camping is cool--at all.