Hi Chris,
I agree that this conversation is regarding automatic downloads that are only available for one iTunes Store user every 90 days. However, the same issue is experience when manually downloading from iCloud via the Purchased link in the iTunes Store. It also results in the same 90 day issue, which the iTunes Support guy confirmed. The root cause of the problem is what is in common. Whether I allow iTunes to attempt an automatic download or try a manual download myself, the same issue is encountered.
In response to your note about accessing purchases via the Purchased link within the iTunes Store:
Chris CA wrote:
Log in to the iTunes store and click Purchased on the right side.
All purchases made by that user are shown and available to download.
Response: I did mention in my original email to iTunes Support that I tried clicking on Purchased and came across the problem - see below. Acccessing Purchased items the way I describe below (via the Purchased playlist then Download Previous Purchases) navigates to the exact same page that you've mentioned above (via the Purchased link within the iTunes Store):
> The problem is that we *both* can't download our previous purchases from
> iCloud. These are the steps to recreate the problem:
>
> 1. Hold Option key, start iTunes, and select my friend's library or my
> library --> iTunes starts successfully.
> 2. Click on *Purchased* under the Store heading on the left.
> 3. Click on *Download Previous Purchases* at the bottom-right of the
> main window --> iTunes Store displays all Music, TV Shows, Apps, and
> Books
> previously purchased.
> 4. Click on the iCloud download link beside any item: *This computer is
> already associated with an Apple ID.*
I can confirm that I receive the 90 day warning both ways. There is no workaround, as the iTunes Support guy has confirmed, so unfortunately I'm just waiting until the 90 days expires. The only issue then is that my friend and I will experience this problem in turns, each turn lasting 90 days. It's really inconvenient.
Regards,
Brian.