I'm one of those people who took "the money and [ran]"
I'm a digital nomad and have been traveling full time for 7 years now. It's great, it's a good balance of work/life balance but one thing you slowly start to notice is when you leave your country, no matter if you learn the language or how much integrate yourself into that country, you will always be an outsider to the majority in that country.
As an american you will always be a Yankee, Farang or Gringo and will carry the weight of the US collective.