US ex pat here:
I think you will find more success in this if you find a place or two you want to live in and run TO something instead of AWAY from something. It'll always be a bit of both, but this post reads more like (very understandably) "get me out of here" than "I want to be somewhere new".
Being an ex pat has plenty of hard aspects of course. I think some of them are made quite a bit easier when you passionately dive into the culture and life in a new place. At least to me it would be impossible if my head was still in the US.
Of course you're doing nothing wrong! Just some advice if it gets a bit more serious.
Like many in the thread: Canada, Australia/New Zealand, Scandinavia, Germany, UK (not that they're doing fantastic right now), Netherlands would be my top choices with your criteria. Most large companies will be more likely to have English speaking as the working language and you'll learn the local language (s) while living there. Best of luck!
Yeah, certainly depends exactly where you go. A capital city and a rural town will feel extremely different on English speaking (and cultural/political views at that).
I think it's quite possible to do though. Happy to chat or answer any specific questions you have, especially if they're Scandinavia based.
It's a tough choice to do something like you're talking about but extremely fulfilling. I wouldn't trade the decision for the world at this point. I wish you the best of luck!