Couldn't find any description on how you made that, it is a beautiful map. There are things about Tiny World Maps as well, but they do not have a good description on how it's made either. From my own experience on a country scale it was a manual process with dirty hacks then getting the testing to get it right was the worst (mainly the right generalization, and what people expect on their local map).

Do you think it is worht the effort for you to significantly improve this map?