Hi all, I consider myself pretty literate using OS X but I have kind of a dumb question. I've spent an hour trying to figure out how to accomplish this and still can't find a solution. I'll start off by saying that iTunes is just terrible. I know this topic has been discussed to death, but it's truly incredible how bad and confusing Apple's implementation of iTunes is among the Apple Music/Match/iCloud Music Library features. I still can't figure it all out 100%. Anyways, I have 2 user accounts on one of my Macs. I do this because one is my personal account one is my work acct, there's many benefits to keeping them separate. Anyways, both are admins on my Mac. I used File Sharing to share the music folder from my personal acct then attempted to import, several different ways, into my Work iTunes library. While my local music is transferring over fine, I can't seem to import my large number of Apple Music songs into my work's account. I also am having trouble transferring over some local downloads that I imported after internet downloading. iTunes purchase music is fine, but I just can't seem to figure out how to transfer 100% of my internet-download-imported music into my Work account. Anyone have any suggestions?