ITunes Home Sharing

We have Itunes and two separate computers. Both computers have authorization for home sharing. He has been able to successfully go in and copy any and all songs from my library to his computer, but I have been experiencing sporadic success. If I select a block of songs to share to my computer...I will get 29 out of 30 songs copied over to my library. I have several selections that will not copy at all. I have even tried going in and doing one by one on the selections that will not copy at all, and have been unsuccessful.
I would appreciate any and all advice on how to remedy this. We have our pc's set up the same way, so we don't believe it's a configuration issue on the pc's.
Thank you!

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