I’ve recently become the owner of a Dell Latitude E6520, and while reinstalling my software, I figured I’d get my Zune software installed so that my Zune HD could sync up with this laptop. And boy did I see one of my favorite “undocumented features” of the Zune software - barfing on playlists and throwing a lot of multiple copies, like this (click on the image for a larger, clearer picture):
So now… in addition to adding all of my music/videos/pictures libraries, I now have to clean up Zune software’s playlist crud. Really?!?
As much as I like the Zune hardware, I think it’s time for me to look at other portable audio/video devices. Their software leaves A LOT to be desired.

Huh, that’s weird. I’ve never had that problem with my Zune 8 and whenever I’ve reinstalled Windows. The only playlists problem I’ve had is having to recreated autoplaylists.
My biggest complaint about the software is no API, and I know its in SQL Compact but I can’t figure out how to get Powershell to connect to it.
While I have some issue with the Zune software, I certainly don’t think it sucks. I maintain two different machines (one for my WP7 device and another for my two zune devices). I use the AutoPlaylists so they are dynamic no matter what and if I just copy my Music folder it all gets rebuilt.