Very interesting, Dave!
My wife and I are talking about becoming location-independent, but are worried about the impact on our 6-year-old. Like you, I have misgivings about the standard school system that is common here in the Philippines. I would love for my daughter to have more of a non-traditional and creative education.
We are in the early stages, but it will happen because we have experienced life staying in one place and found that we want to see the world and what it has to offer.
Thanks for the inspiration!