Let me give a different perspective.
I used this lifestyle to build a remote team up to 14.
I slipped into this accidentally because my startups customers were from asia. I got hooked on the travel quick and did it whenever I could.
I also speak at conferences which helped as well.
1. relationships. Focus on a few countries not all. Switch it up between them. Otherwise you have the shallow relationships problem.
2. Have a goal. In my case it was just building my startup via hiring and sales.
3. Experience and learn the local culture. It helped shape not only my business model but also my outlook on a few things. Also learn what the locals feel is bad. Don't just look for the good.
4. Know when it will end. I made that decision in early 2016 starting this early 2015.
This has caused me to love the lifestyle moving from sf to tokyo.
Nuances: I had customers. My company also has funding. The customers abroad came before the funding. We are an open source company so not all hires were from approaching people I met abroad but it got us a few.
Hope this helps!