I have a library of probably over a hundred audiobooks. If you listen to even one per month, you should go straight to Audible.com and get a subscription. The cost per month is less than the cost to buy one book from iTunes and Audible is the content provider for Apple. The bonus is that you can listen to the Audible books on multiple devices (Palm and Windows PDAs, iPods and computers, Windows users can burn books to CD but I wouldn't recommend it on unnabridged 40 hour books) where Apple puts the standard iTunes drm on their version of the book. I have a two books per month subscription and listen to books on the two and a half hour drive up to the cottage.