1. Where do you want to go?
Just like buying real estate, location is key. It’s worth remembering that you probably can’t live everywhere and you may not want to live in some of the places that will have you, for safety or remoteness reasons. Probably most important: can you find work there? Work that is able to sponsor your entry to the country? This is the easiest way to make a decision: the place that will pay your way with minimal fuss and take care of all the immigration processes for you is the place you want to go. Otherwise, check the lists of desired professions for that country; I met an aerospace engineer who just flat-out got permanent residency in Australia without ever having lived there, because his skills were in such high demand. ESL teachers are not as highly sought-after as you might imagine, though.