ITunes/Multiple Apple ID mess

For years, we've had one user profile on our various Mac Mini's. My wife and kids have used iTunes in this one user profile to purchase and download music in iTunes - four different Apple ID's.
Now we're getting some message that you can only authorize one machine per Apple ID every 90 days.
Is there any way to unravel this mess? What I'd like to do is create individual user profiles for each person and have them download past purchases to their own user profile.
However, everyone is whining that they won't have access to all the music they do currently. They "share" their music downloads.
Any thoughts? Will that solve the one machine every 90 days issue?

Hmm... sounds like I should undo the email switchroo and revert back to my american appleID as my primary appleID account and then change the country for that account through official itunes/appleID processes.
then I'll have two canadian apple IDs.  And unfortunately, I just put money into my original canadian apple ID that i'll no longer be using.. =(
This raises a few related questions:
1) Is there a way to move money between accounts?  I assume i could ways just "gift" apps from one account to be owned by the other.  Anything cleaner?
2) How tied is Siri to my iCloud account? I have a lot of siri issues since upgrading to 6.1.  it can't find apps when I try to launch them, even default apps like clock or calendar.   If siri is not tied to icloud at all, then maybe it's not as critical to have access to my icloud account.  I don't use it for anything except the todo/reminders app.
Thanks,

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    Hmm... sounds like I should undo the email switchroo and revert back to my american appleID as my primary appleID account and then change the country for that account through official itunes/appleID processes.
    then I'll have two canadian apple IDs.  And unfortunately, I just put money into my original canadian apple ID that i'll no longer be using.. =(
    This raises a few related questions:
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