I just noticed something weird today with my iPod Classic. Using the latest version of iTunes, songs will transfer and it'll say Sync Complete. However, about four songs into the newly added album, the songs won't play. They show up, but just sit at 0:00 minutes and then go to the next track, which also doesn't play.

In addition to all this, the artwork doesn't show up on the iPod even though it shows up in iTunes. What's going on here?