Setting up new macbook pro ,want to transfer music on existing Apple id and then set him up with a new one for future purchases ,can itunes play music from both accounts on one user account?

Title says it all really,son has until now used our itunes account,in future will want to build up own but wants obviously to have access to past musuc/books etc.I was thinking authorise new macbook with existing apple id ,transfer music ,then set up new id for future,if he wants to play old music he will have to log in under old account.
Also want to link to icloud but this will need to be the new id presumeably because you are not allowed to change the computer,does this mean it will only back up the stuff from new account?

I have tried the method of authorizing my computer and then initiating transfer purchases method yet my purchases were not transfered. I was told Apple can put your purchases in a certain place for you to retrieve them in your I-tunes account.
Is there any way you can help me with this problem?

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If so how??
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Setting up new macbook pro ,want to transfer music on existing Apple id and then set him up with a new one for future purchases ,can itunes play music from both accounts on one user account?

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