Remote work, removes the "job" one.

go somewhere that speaks english "language' gone.

You're american money is gonna travel MUCH further almost anywhere you go, that'll go a long ways to helping to solve your housing issues, add in the fact you can catch an Airbnb almost anywhere on earth and housing gets sorted REAL quick.

I'm not saying it's cake, I am saying it's doable, very much so, and has it's advantages.