Ken Gunderson indeed there are no rules that say you cannot come back, but visa exempt is only for tourist use, and living there a long time is not tourist use, that is the rule, and it is up to the individual immigration officer to decide if you are already tourist, that is the loophole.
A lot of other countries solved this kind of problems by saying you can stay for example 90 days in a 180 day period.
never had problems at the airport, but having 2 years in a row a 30 day extension, made the immigration officer tell me there were more appropriate visa for my purpose, so I did.
Quite easy to get a DTV visa. In 5 years I might be retired and not a remote worker anymore.
By then I might apply for the non-o retirement, but that is inconvinient because the extension has to be done inside the country.