I remember Zune did not play well with Linux at all. One time I plugged my Zune into a Linux laptop just hoping to charge it. From that point on, until I plugged it back into a Windows PC, the Zune would play one song then skip the next two. As in track 1, 4, 7, then roll over to 2, 5, 8, etc.

That was the only problem I had with my Zune though, RIP Zune, you were the best.

Oh wait except for the leap year glitch. Microsoft apparently didn't think people would still use Zune in 2008 so all the Zunes stopped working for the duration of the leap day lol.