This isn't working for me, since my objective is to get rid of the duplicate work (duplicate tracks I can somewhat stomach, but I also have some duplicate "Artists" which is driving me crazy). I removed everything from the library, deleting it all (~30+GB) and deleted all of the subdirectories from the iTunes Music folder.
When I went to reimport it all again. I dragged the "Laptop" folder from Finder on the USB drive into the iTunes Music directory again (as I did the first time), recreated the and everything continues to populate the top iTunes music folder. Is there any way to stop this? I want the "Laptop" folder to stay in it's subdirectory structure distinct and separate from the "Desktop" folder so I can ensure I am not unnecessarily increasing my structure.
One easy (though extremely tedious) alternative could be to import the folders one at a time... but I'd really like to avoid that. But for my first mistake, this wouldn't have been an issue. I haven't changed any settings on iTunes, so please advise!