I've been an iTunes fan even before it was bought by Apple and turned into iTunes. I actually remember the foundation being SoundJam by Casady and Greene. Putting the history lesson aside, let's take a look at 10 of my favorite iTunes tips.
1. Rate your songs
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I've been rating my songs pretty much since day one. Although you can do 1-5 stars, I typically do the good, better, best method (3, 4 or 5 stars) to denote my favorite songs. Once rated you can easily sort the rated column to play songs by order of your favorites or add them to smart playlists based on your tastes.
2. Add your own Comments

It's great that you can use smart playlists to create playlist based on things like genre and artist. However, what if you wanted to create a smart playlist that eliminated songs containing "explicit lyrics" or you wanted a playlist of YOUR favorite "slow dance" tunes? If you select a song and hit command-I, you can switch to the Info tab and type in whatever you want in the comments. You can words in like "party" or "dance". Once you've described specifics about the song, you can click OK. See tip 3 on how to use this custom info.
3. Create Smart Playlists

Now that you've seen tips 1 & 2, it's time to put them to use in your Smart Playlists. I LOVE SMART PLAYLISTS! If you hold down the Option key and click the little gear/wheel at the bottom left of your left sidebar you can click it to create a Smart Playlist. Now you can create various Smart Playlists based on your favorite songs (using ratings) or on your custom comments. For example, let's say I want to create a Best of the Best playlist that's "clean". Here's what it would look like.









