I've found some potential plugins that could help with building a more useful rail system without making it too easy.
I do like the idea of iConomy but it hasn't been updated in a long time. The last time it was updated was for build 1337 and bukkit is on build 1943 now. Apparently it still works but there are bugs and it might stop working altogether at any future update. We'll see how it goes between now and the release of 1.2.
ill see what other ''economy'' mod we could have