For photos and videos, you can try PhotoStructure. I wrote it because I was in exactly your situation: a pile of hard drives, and no coherent organization. It w

For photos and videos, you can try PhotoStructure. I wrote it because I was in exactly your situation: a pile of hard drives, and no coherent organization. It won't handle deduping other files types, though. https://photostructure.com/about/introducing-photostructure/ https://photostructure.com/about/introducing-photostructure/