Note that you can’t drag playlists or playlist folders from the left side of iTunes directly into a Finder folder – there’s a strange limitation here that likely “trying to reduce piracy”. iTunes actually allows you to click and drag the contents of individual playlists. This one is reasonable if you have 5-10 playlists that you want to move. Move It Manually (More Time Consuming, But Free) This article is focused on moving playlists and the associated songs – not your entire collection. Yes, we’re well aware that you can move your entire iTunes library to a new computer or create a backup of the entire library all together.
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