I was under the impression if you're employed by a US company and simply traveling you're fine. The EU has a pretty strict definition of "working" - eg checking

I was under the impression if you're employed by a US company and simply traveling you're fine. The EU has a pretty strict definition of "working" - eg checking an email from your boss on vacation in Berlin is technically working. I think what would run afoul is if you're doing journalism, photography, or something where you're doing the work in th EU, versus firing up a corporate VPN and writing code on a US server for a US company. (Keep in mind you can do things like go to meetings or attend conferences w/o a special visa in the EU and Canada currently) I suspect in the long term "digital nomad" visas will become a thing. After all, if someone wants to work in say, Tokyo or Talinn for 2 years in their early 20s, and is willing to pay Japanese or Estonian taxes, that could be a win win. You get someone in a high tax bracket bringing money in, and presumably buying other things (eating out, rent etc).