A work visa might be difficult to obtain.
Not necessarily. There are a few Americans working as teachers in the school I work in. It's really all about having a skill that's in demand, or having already secured a job.
From firsthand experience, the best advice I can offer is to be sure all embarking on the adventure are signed up to the plan, that means your partner, kids whoever is going to relocate with you. Research well in advance and visit your chosen country / region a few times, ideally at different times of the year. Leave the rosetinted glasses at home. Be critical, examine it from all angles. Consider strongly how much (or not) you depend on your "support network" at home, and ask can you do without it, or at least having it at a distance. If another language is involved (Français par example) get a good grounding in it before you leave. Lastly, and probably of some importance, see if you can try it out for a couple of years without burning all your bridges at home . . . just in case . .
OH, and check your position with regard to medical cover !!!
PM me if you want to know my joys and sorrows 10 years on, there is an abundance of both. BUT ....... I am glad I did it. (Still miss a pint of Guinness beside a roaring fire on a wet cold night in the Gravedigger's pub)
Kev