Use
Tag & Rename (my favorite) or something similar and tag them outside of iTunes, then import them back there when you're done. Tagging in iTunes takes forever.
Quote:
Originally Posted by 4X4
Any suggestions as to how I can organize this? Any chance that itunes somehow remembers the folders it ganked this music from and can re-create them?
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If you still have those folders all sorted out on your hard drive, when you start tagging them with an external program, you could highlight all the songs in one of those particular folders, let's pretend it's "music I listened to in college," and in the "comments" section of the tag, you could put "college." Then in iTunes you can create a smart playlist that will recognize the "college" in the comments box of each of those songs, and ban, you have a "music I listened to in college" playlist.
But as far as having everything come up neat and tidy in the menus and cover flow, it's all about proper tagging. Takes forever, but if you do it right you only have to do it once.