@ illinoize I am still struggling to find a solution for playlist and MP3 metadata that really works for me. Right now I use separate folders for main genres but I don’t split out past that. I have also played around with hijacking spare fields like the Comments2 as a place to store a playlist name – that way the information is guaranteed to travel with the track. It’s a fairly limited approach as it clearly doesn’t support assigning multiple play lists to a track, unless you hijack or create multiple fields which will get very messy, very quickly. I am lucky in so far that I currently don’t have a HUGE collection. I used to have Terrabytes of stuff but much of it was downloaded (ahem) and when I got back into mixing I threw the whole lot out and started buying the tracks that I really wanted as apposed to just collecting. I do intend to check out a few options on playlist management and I’ll let you know what I find.
@Rob your method is probably fine. I like Synchronicity as it will synch between any number of folders meaning if you add to one, it copies to the rest. That’s the most useful part for me as when I’m at home I download to the NAS and when I’m travelling I download to the local laptop – Synchronicity ensures I don’t lose or duplicate tracks.