My 2nd gen Zune got stolen in 2011 :( I loved that thing. Of course by that point I was using my iPhone for a lot of stuff, but it was just such a lovely piece of hardware I'd probably still be using it occasionally if I had it.

The Zune HD must be the zenith of dedicated music players.

I loved my Zune HD, it had one of the best interfaces for dealing with podcasts that was available at the time. Tons of capacity, great on device playlist and queue management too. I love having access to tons of music via Spotify, but I also miss the days of having room for just 5-10 albums, and having to really curate my music collection. I got embarrassingly familiar with Green Day as an 8th grader with only a 512MB Sandisk to work with. And though the Zune had plenty more capacity, that didn't stop me from listening to BTBAM's Colors on repeat as I walked around campus a few years later. Good times.

I still haven't found earbuds that I liked as much as the ones that came with my Zune. I abused those things for almost a decade before they gave out.

I literally did abuse them for a decade, and one ear is still functional!

Are those teeth marks at the bottom?

Yes, if you read in the imgur album I state that an ex's dog chewed on it and it has been like that for the past 5 years!

I am impressed it survived!

How do you sync music to it?

On Windows with the old Zune software (nowadays I think you need to use phone stuff, or maybe Groove?), on Mac with the Windows Phone software.

I'm still rocking my Zune, everyday! Love that thing.