I have long been a strong supporter of cloud storage, highlighting the many different ways to use Dropbox, for example. Combine that with iCloud automatically backing up most of our digital purchases and the documents we create in tons of popular apps now, and cloud syncing suddenly just works. We can just sit back and forget about all the complexity — that is, until we need to restore something.
That’s still usually not too much of a problem, since iCloud has all of our purchased music, apps, and movies ready for redownload. But it’ll come as a shock, however, to realize that iTunes does not fully meet this expectation at the moment. Audiobooks purchased through iTunes allow a one-time download at the point of purchase, but you can’t then download to other devices or even the same device once erased. You can re-synchronize them from your PC or Mac library back to your device, but it is the cloud functionality that is not behaving as expected here.
We thought it best to give you a general advisory about this, and to briefly show you how to prevent the loss of your important digital media purchases with a short backup tutorial.