I had this problem a long time ago. For it to actually go into the audiobook section it has to be a special file .somethingoranother i really can't remember. all mine were ripped into mp3 format and I had to download plug-ins for itunes to convert them and then put all the files together (with a bookmark feature..meaning i could be in the car listening to it and then have to turn the ipod off or go listen to something else and when i went back to the book it would resume play).... it took a long time. I am really sorry but I can't remember what i used... just search the web for it