You can do a lot with smart playlists in iTunes, and sometimes the questions I get from readers make me discover ideas that I had never thought of. In this week’s column, I show you how to create a ...

I have a lot of local music files on my hard drive stored in ~/Documents/Music which are mp3 format. I'm moving to a bigger drive and decided to spot check some files after an rsync and I was alarmed ...

Before Apple Music, there was iTunes Match. The service uploads your music library from the Music app on your Mac or iTunes for Windows on your PC. Then you can access your music library on all of ...

[Ask the iTunes Guy is a regular column in which we answer your questions on everything iTunes related. If there’s something you’d like to know, send an email to the iTunes Guy for consideration.] We ...

In macOS Catalina, iTunes has been replaced by separate apps, but none of those new apps takes on the tasks of syncing your music, books, photos and other data to your iPhone, iPod touch or iPad. That ...

iPhone users are reporting a significant new problem involving iPhone syncing through iTunes after the iPhone OS 2.2.1 update. David Martin has more than 20 years of experience in the industry as a ...

Apple has posted a short support article warning that it does not support or guarantee operation with “non-Apple digital media players” in the current versions of iTunes. The article doesn’t mention ...