[sho]

Well, your first example is a good "what not to do". Doesn't sound like much of a "grey area" if they're living in fear of being found out. I don't understand this kind of setup - financial information is permanent and once governments get their shit together there will be no safe havens, and this will apply retroactively. People playing such games are going to feel a lot of pain some coming day, I suspect.

I have to admit I don't know anything about Portugal but with a little research it is very possible to find a territorial tax-based country to live, where one does not owe any money on overseas income, and live completely legally there as a tax resident, taxed only only your minimal local salary - if that. Now I suppose that's not for everyone but if people were moving to Portugal specifically for tax reasons then I'm surprised they didn't, you know, check it out a bit first.