In case you were wondering, iTunes Match (the music cloud service provided by Apple, which matches and catalogs your entire music collection into the cloud for playing on all your Apple devices) does not work with files that have DRM. This is pretty obvious, but I tried to match my Zune collection just to see if it would work, and iTunes threw a ‘content protected’ error. I assume this includes all forms of DRM files, for example, Zune WMA protected files, etc. – These cannot be matched and uploaded (or otherwise) to the cloud.
So if you were hoping of porting your entire Zune subscription over to iTunes Match, you are out of luck, but all of your mp3 files (as well as the mp3 files you get from Zune’s keep 10 a month program) will upload and/or match just fine, as these are DRM free by default.
There you have it… Time to start converting everything to MP3!