Hi chris_g1, thanks for the response. I did try that but it did not solve the problem. Let me give you some more context. I purchased an 'album' from iTunes several years, and a couple Macs ago. While cleaning up my Apple Music library I came across some albums that included a digital booklet, but could not find them the Apple Music library. They are in my User/Music/iTunes/iTunes Media/Music/Artist/Album folders, as shown below (for some reason they imported into separate folders):


When I try to open the PDF file, I get this error:

I can't go back to iTunes and re-download the booklet because it is not listed in my purchases:

However, in iTunes, the booklet is listed as part of the album purchase:

I spent a couple hours on the phone with a Senior Apple Advisor trying to resolve this but they could not, so I thought I would reach out to the community to see if anyone might be able to offer a solution.