I'm also pretty confident that in 3-5 years my personal situation will be extremely different than it is now. I might have met a latina girlfriend and might want a family and children, want to stop travelling. Right now the main priority is to get my own government off my back and getting comfortable with the whole offshoring. I'm completely inexperienced, aside from spending hundreds of hours reading, but I've always felt that doing something is different than reading about it. I work in IT, but it's really hard to learn some technologies, when you only reading and reading and aren't applying them in your︀ professional career.
I am also unsure if you are renting full-time in Hong Kong to︁ get tax residency, could they not claim that you live in Hong Kong and therefore︂ your foreign source income isn't foreign? Hong Kong also has quite a complex enforced auditing︃ I heard. There are a lot of countries that won't consider your income foreign sourced︄ if you earn the money from a company you are operating in the country.
I can tell that JustAnotherNomad has a strong preference for countries with a good reputation. I︅ can imagine why after having lived in some third world countries, where the government is︆ basically the worst organized crime organisation of the country. However, one advantage that poor countries︇ do have is that they seem very bad at enforcing their own tax regulation, whereas︈ there are 100+ topics about UK contractors at contractoruk.com from contractors who lived 6+ months︉ in Germany, invoiced through their limited company and didn't expect that their tax home would︊ change to Germany. By the 183+ day mark for some magic reason, the German tax︋ service always knows that you've been there for over half a year and you will︌ receive a letter.