@Captain-Crunch Thanks for the information! I know the classic world map is more popular, so I will probably check it out at some point. I bought the board game years ago, but it is the Europe map; the TripleA version is "New World Order."
I will definitely take your advice and give the AI a try on the WWIIClassic map. I notice there are multiple editions of the Classic Map, 2nd and 3rd. Is one more popular nowadays for competition?
The size of provinces on the Classic map is not exactly to my taste, at first glance - essentially Risk sized world map with provinces larger than average countries. But I haven't given a shot yet so who knows, may end up loving it.
Seems like the tactics are fairly straightforward and production planning is where much of the strategy comes in?
Thanks for all the responses! I'm now confident that playing until I can beat the AI on classic maps is A) achievable, and B ) a smart first step to improvement.