Is the world not big enough? Can people not go their own ways?
- low cost of living
- pleasant climate
- decent infrastructure
- interesting, diverse culture
- being generally welcoming to foreigners (to those with somewhat big pockets at least)
You get some of those traits in many other non-South-East-Asian countries as well but all of them combined is a pretty rare occurrence.
Linguistically at least Latin America should be much more accessible to most people.
I was in a very small surf town on the Pacific coast with a strong ex-pat presence.
In a past life I played a lot of online poker, and was able to travel without any cash just by meeting fellow poker players and exchanging USD for cash at whatever the local rate was. There are definitely more developers than online poker players, so the liquidity of a peer-to-peer BTC (or other coin) forex marketplace would be high. Does something like this exist for remote workers?
Check out Google's Project Fi: https://fi.google.com
Here are their international rates: https://fi.google.com/about/rates/
What's the value here? You can't lose the passport?
For the helmet surely you could take your own if you rent scooters that much?
If your normally traveling baggage is a backpack with laptop and a change of clothes then the scooter helmet quickly becomes a pain in the ass to lug around.
I just bought a stroller that folds up small enough to fit into my laptop bag.
Predictably priced universal 4G plan that bills to my bank account.
Biometric border control (leave passport at home)
Clean, high quality scooter helmets rental (I'd pay premium for this)
Bitcoin ATM to avoid local banks high fees (i.e. Thailand and Philippines ATMs charge foreign cards a lot)
Plane-UberPool for small charter flights