I would like to add that IMO a major priority should be to improve our existing technical tools.
I know I will be working on the judging tool to further improve it, and hope that other developers will do the same with their tools. One of the things I think should be done is to give each country more control over how they work with the tools: for example, have an interface for the tool that creates the map (KML) for an admin on a per-country basis to control which monuments appear, or an ability to narrow down to a certain sub-national entity, etc.
I'm sure that if we have a brainstorm, we'll find dozens if not hundreds of feature requests for the tools used so far.