iPod Classic not syncing all library content?

Question

My iPod Classic has stopped syncing library content properly.

Its Specs

• 160 GB HD with 135 GB + still free
• Late 2009 purchase
• iTunes ver 10.6.1

Additional Info

• I have many Audible books in the "Books" library, but only four of them are synced to the iPod.

• All podcasts as well as iTunes U, sync OK.

• My DVDs and converted movies are also affected by this problem - out of 10 movies, only three are synced to the iPod.

Does anyone have any ideas or advice?

Solution 1

You should not assume that everything you buy at the iTunes store or rip from other sources is going to be playable on the classic iPods. Video iPods have varying playback capabilities and the classic iPods are the least capable. The technical specs at the Apple store will give you the details on what's playable. If the video files won't play on the iPod, iTunes quietly refuses to copy them over. You must buy compatible content or rip to the specs that the iPod demands.

Solution 2

There may also be a discrepancy between what's in the library and what's n your ipod. What is added to the library may or may not be aded to the ipod, this depends on your settings. To make sure every file is synced that you'd like to sync, you may want to go to your ipod in Itunes, then select the bottom option to manage your library manually. Then, add files by dragging to the ipod directly, rather than through the general library. This is especially useful if your problems are due to changing computers, so that there is a discrepancy between what's on the ipod and what's in the library. Of course, if you have files on the ipod that aren't playable, there is nothing to do about it. But your question seems to suggest that things were OK before and that this is no longer the case now. Trying out manual ipod library management may be helpful then.