I would be interested to hear how this works out for you, do you plan on chronicling the experiences? I'd be worried about mundane things like income taxes and having a proper mailing address. This seems like something only enabled by having a truly 'digital' lifestyle.

For expats of most countries, if you spend no more than about a month per year in your native country and don't have property there, then you can declare non-residency. This way, you don't have to pay income tax to your home country, as you are not using their services. Also, if you are constantly on the move, not actually setting up shop and taking local clients, then local income taxes don't really apply either. Nomads aren't really compatible with most income tax systems, for better or worse.

It is different for Americans, though, they are on the hook for income tax regardless of where in the world they reside.

For us personally - we don't plan on being out of the USA enough for it to matter on income taxes. We plan on spending some time traveling through a couple US cities, too (like NYC, LA, and Chicago).

We'll set up a blog at some point - for now I have my personal [1] and company [2] Instagrams.

We're using Earthclass Mail for a mailing address. Works super well. They even cash checks for us.

[1] http://instagram.com/philipithomas

[2] http://instagram.com/moonlight_work