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 ...

iTunes is something a whole lot of folks tolerate. It’s never been the best at any particular thing (except perhaps activating and syncing your iPhone or iPad, where it’s the only official game in ...

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 ...

If you were an early adopter of digital music, starting back in the days of Casady & Greene’s Soundjam on through the birth of iTunes, it’s likely that your iTunes library is untidy at best—stricken ...

Those who follow me on Twitter have probably read that I’ve been struggling in trying to make iTunes play nice with Dropbox. As I wrote many times here on MacStories in the past, I moved all the files ...

iTunes 11 introduces a number of changes to the way you view the content in your media library. If you were used to displaying your music, movies, and playlists in a certain manner, you may have to ...

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 ...

iTunes Library Toolkit is an inexpensive tool that will help keep your iTunes Library tidy. When you rely on iTunes to manage your music collection and all of the apps and files you store on your iOS ...