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Why do you need a work permit if you're self employed? If your site is on a server in america, or canada, then that's where you're working. You could live in Thailand if you want and not need a work permit. Your money would be going to your home country's account and you would be withdrawing it via an ATM card. Therefore, all you are is a tourist who takes pictures. Tourists don't need work permits.
I've been to different parts of the caribbean and africa. I know damn well that I could live like a king if i went overseas. I plan on doing more travelling real soon to shoot some content for my new Indian site.
I say just bring your laptop and your camera and travel to any country that you choose. Just stay near an ATM machine, a telephone, an internet connection, and the best hospital that country has available, and guard that atm card and your passport with your life!
The last thing you need to worry about is a work permit.
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