I recently refurbished an old iPod Classic, and purchased some albums in the iTunes Store (yes, it still exists!).

Once I found out that most iPod Classics are capable of playing Apple's lossless format, ALAC, I really wanted to sync them over to experience this heretofore unimaginable audio clarity.

However, even though I could download them, the albums refused to show up in the sync list. Switching back to AAC worked fine, but ALAC was not working.