OT - I know as many men as women who have moved and live(d) in Jamaica for long periods of time. One of the first expats I met was a guy.
"but I am not deriving my living from the local economy, as others are. "
Nor am I and I love living there as well...even if "only" part time. I know people that are deriving their living from the local economy and no, its not easy. Some of my expat friends have had to go farrin to work for a few months just to supplement.
I too have learned a great deal about the culture, dealing with the day to day by living the day to day there, being involved with my community etc. Its almost like I've had two experiences with this country - as a visitor for short periods of time and for the last 10 years as a part-time resident...two different, completely different experiences.