1: At first I thought you were joking or miss informed. Then I did my own research and was honestly floored that Apple Pay simply is not supported in PR. I always knew the relationship between governments in PR and the mainland were an odd circumstance, but wow.
I asked my medical team recently about travel outside the mainland, and they recommended PR for it's availability of advanced medical care should the need arise, and the fact that my health insurance is accepted as "in network" in most hospitals on the island. My insurance has generous overseas and medical evacuation coverage anyway, and I also purchase evacuation insurance when I travel due to my heart condition.
Oddly enough, I can also legally carry a concealed firearm in PR due to my previous and current employment. But I guess I better bring my AMEX....