I think when you either Start a new Game or go for Gamefinder it will be easyer if the maps is placed in Catgories/Tabs.
EKS:
TAB 1: Conquest Maps
-||-2: Real World Maps/HistoricMap.
-||-3: Mission Based Maps.
-||-4: Unquie Gameplay Maps.
-||-5 Fantasy Maps.
-||-6 Top 10 Maps.
This will be a easyer system for new players to let them know their not only classic risk its lots of gameplay.
I also think you should make a competiton each year:
Map of the Year!.
EDIT, in mind i have the greatest idea how it will look. But for some reason i never think i could descripe it:(