I just lost 6 armies in a row to a single defender. Is it fair? Well, you can test it yourself- http://en.wikipedia.org/wiki/Statistical_hypothesis_testing
If I remember my statistics, IF THE DICE WERE INDEED RANDOM, this has a probability of happening about once every 350 times I encounter that 3 ...
While the idea may be sound, you really need to be careful that it doesn't become just a series of isles and blocks. What normally happens on these small scale maps is that there everything meets at right angles and there are only two entrances to every region. If it is going to be any fun at all ...
I like it just how it is. The flags are fine in my opinion. We should really try to get a great map of every major European country out ASAP, and this just such a great map.