Apple just rolled out iTunes Match, its service for storing your entire iTunes library on iCloud. It costs $25/year and allows you to access just about anything in your library from any other Mac or iOS device. After you flip the switch and move to the cloud, here is how you can use iTunes to quickly tell which songs were uploaded, and which were ineligible. Smart Playlists are my favorite way to organize my music. It is a playlist that will automatically organize itself based off of conditions you set. (For example, you can have a Smart Playlist for songs you've added in the last year.) For today's task, create a Smart Playlist by choosing "File" from the menu bar and then "New Smart Playlist." Then, create a rule which says "iCloud status is Purchased". This will then create a playlist with everything you've ever bought from iTunes. Note that you can have a playlist for songs that have been uploaded, matched, or that are ineligible for the service. Hopefully, this will help you see if there are any problems you need to troubleshoot, or just marvel at how many tunes can now be plucked from the sky. UPDATE: Jason Snell over at MacWorld has an amazing tip that will use iTunes Match to upgrade all the audio quality using smart playlists. Be sure to check it out, click here.
I am an Apple Certified Support Professional with over a decade of experience supporting families, schools, and businesses. Tech has always captured my imagination, but it's not my only passion. I'm an ordained Anglican minister; Aeropress is a daily ritual of mine; I've driven across Mongolia; and I'm the father of three girls. I hope to provide for you a balanced and realistic perspective into the practicality of technology.