After ripping through your stack of old CDs, you're grabbing songs from the iTunes Store. In other words, you are paying for the privilege of buying music that's locked down in DRM hell.
We'd rather start from scratch with a music streaming service like Pandora or Slacker. Enter the name of a band you like, and the site compiles sets of tunes you'll probably enjoy as well--many of them by artists you may not know. Both of these music streamers offer free flavors of the service. Love a song? Buy it online. Slacker also has a premium service with a $10 monthly fee that gives you more control of the music you get. And you can upload your playlists to the second-generation Slacker player.
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