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I’ve rebooted, I’ve signed out and signed back in, I’ve redownloaded the music app, what I don’t understand is why all my devices are suffering this. My membership is very much active.

Might be related to the outage this morning on multiple services. That sucks, sorry to read you got this happening.

I upload music all the time to the cloud from my Mac, and today it just WILL NOT UPLOAD. I keep getting the same exact error. Tried restarting the Mac and tried different network with no luck. I'm assuming it's some sort of issue on Apple's side. You are not alone!