Downloads "Error has occurred, please try again later"

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Everytime I try to download something to my phone to play offline, I get this message. It’s been doing it for a while, but it’s been getting progressively worse and now it’s to a point I can’t download anything at all.
Usually shutting down the Plex Media Server and restarting it on my computer does the trick, but lately I do it 5 or 6+ times to no avail. What’s going on? How do I fix this?

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