I would like to be a huge fan of Optimized Storage, but this set-up of counting iTunes media as "system files" seems problematic. And I still don't have a separate iTunes entry. When I move things back into iTunes, they count again toward the System storage amount. (The Documents content jumped up dramatically because I copied my iTunes Library to the Desktop.) Unfortunately, I haven't found a way to establish the separate entry for iTunes in this window. Now the System files are down around 8 GB. After I did that, my Storage report looked like this: As an experiment, I copied then deleted my entire iTunes Library from within iTunes. I could reach the iTunes folder through Documents on the left side, but the contents of the folder were grayed out.
I also noticed that, unlike on my wife's MacBook Pro, I had no individual listing for iTunes. In a nutshell: When I go to "About This Mac > Storage" the System files were taking up a whopping 90+ GB of my hard drive. I've encountered a problem on my brand new MacBook, but haven't been able to find a solution after working on it for most of today.
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