My iPad isn't syncing properly - It says it is syncing but then none of my new music, photos, books, or podcasts have been added!

Question

This is getting really annoying as syncing my iPad 1 now take forever. It says it is syncing and goes through all the motions, and it does sync my apps,
but none of my musi, photos, books or podcasts, even though it's only half full so it has plenty of space. What I do at the moment is use "autofill" to add the music and podcasts and then I drag the new books from my iTunes library to my iPad in Itunes (I have a PC, by the way), but I still haven't found a slution for my photos - at present it's supposed to add all the photos in one of my folders on the computer, but it hasn't added the new ones in a long while.
I suspect this might have started when I added iOS 5, but I'm not 100% sure. Another thing I had lots of difficulty with earlier is that the music I synced was all greyed out and couldn't be played, but I solved that by choosing "manually manage music and videos" in Options. This might be why it's not syncing properly, but last time I tried reverting that it just greyed out my music again! What do I do?
Oh, one last thing - the music and books I'm adding at the moment aren't purchased from the Itunes stores, if that helps. Just the podcasts, and they seem to eventually add themselves after the sync.
Thanks in advance for any help you can give me!

Answer 1

Hey orangesarecool
Enable Manually manage music and videos and then drag and drop the songs that you want on there. Toggle it back to see if it changes.
Managing content manually on iPhone, iPad, and iPod
http://support.apple.com/kb/HT1535
iTunes 11 for Windows: Set up syncing for iPod, iPhone, or iPad
http://support.apple.com/kb/PH12313
iTunes 11 for Mac: Set up syncing for iPod, iPhone, or iPad
http://support.apple.com/kb/PH12113
Thanks for using Apple Support Communities.
Regards,
-Norm G.