Thanks, ed2345, for the suggestions...I do have copies of all purchased music both on my laptop and on a backup drive. The problem is still that iTunes doesn't identify past purchases. Notice in the screenshot above that were I to want to re-download The Hooters, per the link that you attached, Apple Music is currently not identifying them as purchased. So, they wouldn't be available for re-download as purchases, anyway, even though there is obvious documentation in the database that they were purchased.
Now, if you want to see something even more bizarre, I am attaching three screenshots here from my iTunes Store on my phone (iPhone Xs iOS 14.5 just updated, after which all this started). In the first one, it's plainly visible that I would have to pay for "And we Danced" for $1.29. In the second shot, it shows that I have indeed already purchased "And We Danced". And in the third shot--also from the iTunes Store showing my list of purchases, The Hooters does not appear among the list of artists whose work I have purchased. My list of "Purchased songs" is only about 60, according to the iTunes Store list reflected by the third screenshot below. In reality, my purchases run in the hundreds. At this point, I'm assuming it's a software glitch that will have to get fixed with an update, but I haven't found any internet chatter of someone else having this problem yet. So, again, if I'm missing something I'm definitely open to suggestions. Thanks!


