Some of us share your interest in retiring overseas. I do, for the same reasons you do, but my wife does not. Big sales job coming up here.
The guy who runs this board is living in BA at the moment. Search the board for 'Argentina' and read the posts.
From what I have read, Mendoza is very interesting. If I were on my own and poor, Mar Del Plata would be high on my list. BA might appeal to younger folks like you. Not for me.
Then there is Uruguay, just over the river. I have heard that the manners there are more familiar to us North Americans than any others in Latin America. You may find that more comfortable as you have basically grown up 'Murcun.
I have a loose connection to Chile which appears to be a very interesting place.
I have many friends from Venezuela and imagine that we could be very comfortable if we could avoid trouble.
Have you cruised some of the internet forums for such places? I do not know of one for Argentina, but there is a good one for Colombia, which is as iff-y as VZ these days. There are also very good forums for Chile and Uruguay, not to mention Mexico (and Costa Rica and Panama, but they ain't what they used to be).
Take your time. The research is fun.
I have outlived most of the people I don't like and I am working on the rest.