the first rule of itunes is smart playlists. They will save your sanity. A few moments of programming and they will save you literally hours of sifting through music. Depending on how you organize your music, you can input “rules” in the smart playlists and they will automatically add songs that match said rules. For example, I’ve got a playlist that is strictly EDM that I rated 5 stars. So in the rules I entered genre – contains – trance, house, and so on… As well as, rating – 5 stars. So now when I’m listening to my music and I rate a song 5 stars it automatically gets added to that playlist.
You can have rules for pretty much anything. Genre, rating, date added, artist, album, comments, etc… As long as you are vigilant about entering the correct information when you add new music, they work just fine.