I think this is a great thread, particularly the last couple posts, with Tomcal offering to share his objectives with the rest of us - along with his rationale, and his strategy for getting there. I personally wish him every success here. It kind of makes us reflect on our own situation.
Around a decade ago, I found myself traveling to Brazil, perhaps close in frequency to Tom, for both work and leisure, but for shorter stays. it seemed like I was actually in the air around as much as on the ground in Rio, so I decided to reverse course and make Brazil the base. I had and still have compelling personal reasons for doing so (who doesn't), and I had to put in the time to make the professional context work. I do go back to the states around once a year, and if friends or family want to see me more, then they have to visit me here. It turned out that even with the most varied of tastes there were a lot of worse places for them to visit as they show up way too often LOL