My wife and I would like to work remotely (I'm in CS and she's in accounting). Our idea is to travel in about two-month increments from country to country. We have NO idea what kind of restrictions we're going to face. We are U.S. citizens, we'll have U.S. jobs that are remote.
We want to keep our house in Oregon, but move freely about the world, doing our jobs remotely. We would like to return to the U.S. at least once a year.
So a typical cycle might be: Canada, Japan, U.K., Germany, Mexico, U.S. @ 2 months in each place.
What kind of issues (if any) am I going to hit and how do I get past them? This could be taxes, U.S. citizenship issues, Duration of Stay, etc... I am 100% new to this idea so any good links or advice would be greatly appreciated.