Omar Ibrahim writes:

I’ve been using iTunes for a while, and I have a huge library of songs. I really would like to get an Android device, but because of all the songs I’ve bought, I’ve been trapped in the iOS world. Is there a way to get all my iTunes songs into an Android device without having to re-buy them on Google Play?

How Do I Get My iTunes Songs into My Google Play Music Library?Thanks for your question, Omar. I’ve faced the same issue with my own collection of iTunes songs, many of which I purchased far before Apple introduced iTunes Plus, which was launched in 2007. iTunes Plus was Apple’s response to criticism by many consumers regarding the digital rights management (DRM) their original iTunes music files utilized to prevent consumers from sharing their purchased music with others. By upgrading your older DRM iTunes music to the newer format, you receive replacement files that are not only DRM-free, but also encoded at a higher (some would say far higher) quality (256 kbps, whereas the original iTunes music was encoded at 128 kbps).

I have the Google Play Music Manager installed on the same computers as I have the iTunes application installed, and I have set the Google application to keep track of any music I add to my iTunes folder. So whenever I purchase iTunes music and download it to my computer, the Music Manager recognizes the download and automatically uploads it to Google’s server(s). Google Music now scans and matches songs in much the same way that Apple’s iTunes Match service has been doing for over a year now, so it doesn’t even need to upload songs that it recognizes in its own catalog; it simply makes them available to you through Google Play (and at a 320 kbps bitrate!), from which you can stream or download the music to any computer that is able to play nicely with Google (including, of course, Android-based devices).

Please feel free to comment if you have any other questions about how this works. I know that things don’t always work as perfectly as described in Apple’s and Google’s documents, and I might know a thing or two not mentioned in their FAQs.