Multiple Libraries - Authorization Question - For NON-iTune purchased music

Please help! The questions come at the end.
I have an extensive classical music iTunes library in AAC format that I ripped from CDs I've purchased over the past 20 years. NON of these were purchased from iTunes. (I have another library on my PC with other music, and I have purchased some iTunes songs for that library). I access one or the other by pressing Shift, etc. No problem.
Both my son and I listen to classical music, and I wanted to share this library with him by moving my classical iTunes Library to his computer. (I copied the entire folder structure from my PC to his, nearly 50 GB worth). So he now has 2 libraries on his computer. One (the classical library) and his own iTunes library.
He can access the classical library (hold down shift key, etc.), but gets a message to "AUTHORIZE THE FILE SOURCE" before listening to the music. So my questions:
++ Why does he need to authorize music from non-iTunes source? I'm not trying to illegally give him anything from iTunes. My family owns this classical CD collection.
++ If he does need to authorize the FILE SOURCE, I suppose he would use MY iTUNES account information to do so. Is this correct? Or should he use HIS account information?
++ And if he does use my account info, _will he retain his iTunes account setting for his other iTunes Library_? I.e., He would have a classical music library that's authorized by me (I guess my second computer?), and his regular library with his account information?
This sounds more complicated than it is (maybe it IS more complicated than I think (sic).
Any help greatly appreciated.

I could be wrong, but if that's the exact message he's getting, it sounds more like a file permssions error in Windows rather than the typical iTunes authorization message which brings up an obvious request for an iTunes Store ID and password. I'd suggest he look at the Windows permissions for the folder and it's contents and see if perhaps he doesn't have the correct permissions to access that material.
Hope this helps.

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Multiple Libraries - Authorization Question - For NON-iTune purchased music

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