Not sure how feasible or actually useful it would be, but what about a History tab in the Board Designer that simply logs out actions taken on a map. Nothing fancy really needed like undo (unless you really wanted to), but just simply a log. Seems like it could help with some confusion. Mainly useful for territories/continents/borders but could add all board changes in and a few colors to make it easy to view.
Example:
Maybe it's not easy or useful, so just a thought.
*edit* Forum bug, number list above 10 looks bad :P
nice. didn't see this somehow.