The difference is probably that I'm not as rich or as successful yet. But my business is growing steady and I can manage a remote team on different timezones pretty well. The clients in the US don't even realize I'm not in the states a lot of times and they're happy as long as the work is being delivered.
This life is not for everyone but there are a lot of people who love traveling and for whom settling in one place gets boring (for me at least). Saving bay area rent and spending that on stays in interesting places helps a lot! Also, shout out to some awesome Virtual Office services offering mail scans / check deposits, etc :)