A coworker of mine was recently given permission to import our local county government's GIS data into OpenStreetMap. I've made single edits on the OpenStreetMap site before, but I have never imported entire datasets. Where do we start?
Also, are there any tools that help automate a task like this? I'm assuming there should be a decent amount of custom scripting involved to handle the local GIS's schema. I would like to see how other people have handled this problem.
It's also likely that we could get data from other local governments in the future, so if there is anything that would help relieve the burden of building a custom import system multiple times, I would be interested.