In most countries it's illegal to work ( in some even in unpaid capacity ) without relevant work visa.
You can work via work away , wwoof sites but it will be problematic if you have kids as the work is usually in exchange for labour and meals for workers only .
There are obviously options to work " under the table" but technically it's not legal unless that country does allow you to work without visas. Would your pension not be enough to live a frugal lifestyle in country XX ? Are you looking at HCOL countries or LCOL ? Does it matter ? Would you have a paid off house at home ?
Dang, I had no idea about the legality/illegality situation.... It was never an issue in my travels in the military because I never tried to "work local".
-My pension will be more than enough to live off of, even with the travel, the idea was to really embed into the local culture though, not just hang out in the public spaces but really get to know people, I thought working with others and interacting with the public might be a shortcut to doing that. Also, the more we "made locally" the longer we could stay on the road, even if the income is just paying for the boarding, every bit we earn would extend/make the travel more flexible.
-HCOL and LCOL countries are on the table. The higher the cost, the more we'd want to work or have to cut the visit short. We want to see some of the HCOL areas but, we don't have to stay in them for any particular reason, we'd be just as comfortable/maybe eve more so, in the LCOL areas as we are simple folk.
- We will have a paid for home back in the states.
- No kids at home/traveling with us when we execute this set of orders.
- Had never heard of wwoof before, looking into that, thanks!