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I've just purchased an audiobook from the iTunes Store for my son.

Sadly, iTunes will not allow me to transfer the book to his iPod. It gives a warning message saying it could could not transfer the book as I am not authorised to do so on this computer.

I've never had a problem putting music on his iPod, and I have just bought this book from Apple for him and have not transferred it to any other device.

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Don't know much about the specifics, but are the accounts you used to purchase the audiobook and the iTunes account on the iPod the same? –  slhck Apr 14 '12 at 21:28
    
Hi again I've found the solution to my own question. In itunes on the advanced tab was an option to turn on home sharing. Having done that the audiobook transfered easily. I bought a new computer some months ago and had not authorised the home sharing on the new machine. Hope this helps if anyone else falls into the same trap. –  the watchmaker Apr 14 '12 at 21:56
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Good to know! Ideally, please answer your own question using the button below. This way, you can even accept it in two days and gain reputation from upvotes. Thanks! –  slhck Apr 14 '12 at 22:13
    
"Happy to help" - posting solutions as an answer helps others! –  pnuts Mar 20 '13 at 19:24

1 Answer 1

iTunes stores computer authorization as a secure certificate and sometimes isn't helpful in correcting problems with the chain of trust.

The general procedure to correct iTunes authorization issues is to perform the following steps:

  1. Set the time to be close to the true time on your computer (within a minute or two is fine).
  2. Have the OS set the time automatically from a time server.
  3. Launch iTunes
  4. Choose to reauthorize the computer from the iTunes -> Store menu
  5. Choose to authorize the computer from the iTunes -> Store menu

At this point, the computer should have retrieved a valid authorization cert/token and you can try again to sync purchased content from iTunes to the devices it controls. Should my brief set of steps fail, there are many more resources on troubleshooting authorization issues here:

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