Hmmm, I think it can work for sure. Two grand a month is doable if you watch spending, especially in places like Malaysia. The visas are the annoying part though, most of them want higher income and they are short term, so you end up juggling paperwork.

Spending is in your control, taxes are not. If you are from the US, that is where things get tricky fast. I stopped guessing and set Florida as my domicile with SavvyNomad, address and documents sorted, and after that income stability mattered more than chasing the perfect visa.