As an update to my previous post, I took one of the playlists with both songs with a purchase date and songs without. All of the songs were .m4p files. iTunes only burned the songs with a purchase date. Some of these songs were from 2003, some were from 2006. I then deleted 3 of the songs without a purchase date, re-downloaded them, and put the re-downloaded songs back in the playlist. They now had the current date as the purchase date. iTunes burned those along with the others with a purchase date, but still skipped the ones without a purchase date. I have purchase dates dating back to June, 2003, but as I sorted them, I found over 1600 protected files without purchase dates (out of 2700). I know they burned before because I have some playlists that contained some of these songs that were burned previously. I also know from some printouts I made several years ago that many of these songs had purchase dates. It's as though the database corrupted and the purchase dates went missing; now they won't burn without them. I did open a ticket regarding the missing purchase dates. We'll see what happens. I realize that I could delete and re-download most of the songs (some are no longer available in the store), but I'd have to annotate my playlists first, then delete, re-download, then re-populate the playlists. WAY too much work.