I was strongly opposed to using iTunes at first because I didn’t like the way it managed my music, as back then I just threw all of my mp3s into a folder and double clicked a song I wanted to listen to. I rarely used playlists, and relied on the filename to contain all of the pertinent information for a track.
Things changed when I got my iPod, and I realized that I would have to switch to take full advantage of everything the iPod offered. I’ve never gone back since, and can’t even imagine how I lived without it.

What follows are the methods I use to organize and sort my music with iTunes, and perhaps this article will contain some tips that others can find useful.

I’ve always been very big on singles. Full albums are great, but it’s rare that I’ll find an album where I want to listen to all the tracks on it. My first problem arose while looking for a way to distinguish the singles from my albums. The very easy solution came by just adding the comment “Single” to those tracks, and then creating a smart playlist with all my singles. Problem done and solved, and now I can listen to to those songs without coming across album tracks that I’m not familiar with.
But when I do want to listen to my full albums, the quickest way is just to choose “Browse”, and then “Albums” on my playlists. To stop incomplete albums from being listed here, the album tag is completely stripped from songs that are not with their albums. A minor drawback is that I’m now missing this info on a good 60% of my tracks, but I really didn’t see any other way of doing this besides creating a playlist for every single album.

Now, here’s something neat that I’m rather fond of. I get a lot of music recommendations from friends, and I figured it’d be fun to keep track of who gave me what. When I get a rec from a friend, I’ll add their initials to the comment field of the song. This allows me to create a smart playlist with all the songs they ever recommended, and it’s rather interesting to see their different musical tastes. Great for nostalgia with ex-girlfriends too, I’d imagine.
My music collection is massive, totalling over 14 gigs, and I wanted a way to listen to my newest songs as well as songs that I just really felt like listening to. The natural way is to create a smart playlist with the x-newest tracks (25, 50, 100, your choice depending on how often you get new music), however I like digging through and throwing some old classics in from time to time as well. The other problem is when there’s a song I really like and don’t want to see it taken off the playlist because it’s been on too long. Thus, I created a “Current Favorites” playlist for these songs. This playlist is pretty much the only one I listen to, certainly a drawback because I can burn myself out on some of the songs quite quickly, but it’s a good way to find out which songs are the really good ones.

You’ll notice that I name my playlists with some odd characters in front. These are used to sort and group my playlists, because they don’t show up on the iPod, and now my genres are grouped together, friends are grouped together, and the Current Favorites playlist is always listed as the first one. A clever hack.
Last is my ratings scale. Songs with a rating from 3-5 are fairly common and should be self-explanatory. 2 stars means it’s fairly craptacular and forgettable, and if the time comes I might as well toss it from my collection. 1’s I’m not even sure how I got them in the first place, but more importantly they’re used if I notice something wrong with the track, ie incorrect song title or scratches heard, and they’re not “flagged” and I know to take care of them.
I believe that’s about it. If anyone’s got any tips or methods they use I’d love to hear them.