would love to hear more - what kind of work, what is home base like, how does the kid socialize, what age did you consider, how do friends come and go... I'm thinking hard about this.
Web development. Home base has fiber internet and wifi. But I work anywhere where there's wifi, which more and more scuba dive resorts around here have. I'm not a big diver, I've done scuba and snorkeling a lot, but my family prefers island-hopping.
Socialization of kids is a uniquely Western obsession, I think— not an issue here because it's a child-friendly culture with lots of social interaction. The average age in the Philippines is 22, much lower than in the US, UK, or Canada. That means there are children everywhere here my son makes friends easily.
As far as our friends go, we meet up with people wherever we happen to be. Sometimes we're in a place where we don't know anybody, but then we just beach bum around when not working.
He's six years old, speaks three languages fluently (putting me to shame!), and is enrolled in school at the moment. Even though I work remote, I do it from a home base, and use that as a jumping off point when we travel during school holidays, summer, etc.
What other education a kid needs than to have parents who can stay with them all day and teach how to work from anywhere in the world?
I think the more important thing is how does the kid socialize?