I think this is a great challenge for seasoned cachers - few have concentrated on something like this, but it is a get out and explore some new areas type of challenge.
I cant comment on the resources required, but I would say that you have the opportunity to standardize the data since the only people really seeing it at this point are in the forums.
I played around with a number of different checkers and distances and found that I liked these the best:
5KM perimeter encircling an area - far enough apart that it does not require a huge cache density outside of cities, but close enough that it just does not build on its own unless you are a prolific cacher.
20KM chains - again not so close that highways would be impossible to chain, but also far enough that it would be a good road trip type challenge to cache your way to a destination.
I have been actively planning on extending both of these challenges since I learned about them.
If you were to add them under the tools section and standardize the distances (as opposed to allowing other checker writers to introduce many variations - which is a nightmare) I think this would catch on with many cachers as a new way to explore their home area.