The town of Blacksburg, VA has some GIS data publicly available on a website. I would like to upload some of this to OSM. Is that OK? Any advice? Thanks!
If you are sure the data is Public Domain then, yes, you can upload it to OSM.
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Regarding the legal issues you better get a written permission from the owner of the data just in case there might be trouble about copyright afterwards. Esp. that he accepts the licence of OSM. Most of the times we have problems (here in Germany) that data is free as long as it won’t be altered or used for commercial purpose. Both is not the case if uploaded to OSM.
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If you upload data for an area think about how you gonna handle data for objects already existing in OSM…