2013 iTunes purchases not showing up in iCloud

I've been browsing through discussions for days on iCloud issues, but I haven't come across one quite like mine.
In iTunes, I have an extensive library of Music and Movies purchased through the iTunes store, all purchased under the same Apple ID. I've double checked this, as you can "Get info" on any file in the library, and it will confirm the date of purchase as well as the Apple ID used. Also, I've had the same Apple ID since I got my first iPod in 2004, it's never changed.
I've recently noticed that in iCloud, I cannot view anything that was purchased in 2013. The last file that appears was purchased Dec 30, 2012, and there a quite a few files purchased after that which are not showing up. They appear fine in my iTunes library, they play fine on my PC, but when I try to access them through my iPhone or my Apple TV, they do not appear. I've double checked Hidden Purchased; I've made sure "Show iTunes in the Cloud purchases" is selected. I've restarted iTunes, my PC, and my iOS devices a dozen times, but I cannot get these files to show up in iCloud. And I will repeat that I've verified that they were purchased under the same Apple ID. (I don't have another Apple ID to sign into, and I've been using the same password since 2011).
The only difference I can find between the files showing up, and the files not showing up, is that the ones at show up all have a purchase date before January of 2013, and the ones that don't show up all have a purchase date of January 2013 or later. My only hypothesis is that recently a lot of Digital Copy carriers which offer both iTunes Digital Copy and Ultraviolet have made customers sign into their own accounts before entering the redemption code into iTunes. Are these distribution companies somehow stealing the streaming rights from Apple by doing this? I don't have any evidence to support this, it's simply my only thought.
Does anyone else have the same 2013 purchases issue?

Just thought I'd mention that since 2014, everything I download has been working fine. I've purchased two iTunes digital copies this year sofar, both of which appear in my iTunes Library, in iCloud, on my AppleTV, in my list of Purchases, and on my iPhone. Yet... I still cannot access anything purchased in 2013 except on my PC. And I'm using the same account I've been using all along.
I find this to be very strange, but maybe it's just me.

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2013 iTunes purchases not showing up in iCloud

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