iTunes has never been great at automatically syncing new songs or folders of music, but with a little finesse and the latest version of iTunes, you can automatically sync any new music you download to ...

For more helpful how-to guides, check out the TUAW Tips, iPhone 101 and Mac 101 topics. After discussing how my iTunes library is set up with a few readers in the comments on my First Impressions/2G ...

The built-in sharing tools on iTunes make it easy to listen to a library of music on several machines on your home network. Here's how. Nik Rawlinson Nik Rawlinson has been writing about tech since ...

However, now when I try to open iTunes it immediately says, "The File 'iTunes Library' cannot be read because it was created by a newer version of iTunes." If you decide to downgrade iTunes, there are ...

I am trying to move my iTunes music library from my old iMac (which I am retiring due to its being out of SW support) to a new Windows 10 PC that I am using for such things. The library is made up of ...

If you buy movies from Apple’s iTunes and store them on a drive, you may be able to free up a significant amount of storage space. Prior to July, 2014, Apple included the extras for HD movies in a ...

Lots of readers are writing in with questions about iTunes 12 and its quirks. In this week’s column, I explain how to import single tracks from CDs, which is different in the latest version of iTunes.