Unable to remove broken iPhone from "Associated Devices" DRM list

We have a fix. On my second try with Support I called iCloud support and was escalated to the "Senior Advisor" level. Andrew and I worked the problem and found that you now need to work with https://appleid.apple.com/account/manage. There's now a section called Devices that lists devices signed into. In my case it listed all 10 devices that use the same iTunes Apple ID, so by "signed in" it means "signed in with Apple ID for iTunes/DRM".

Click on device and you get a remove option.

Weirdly the first time I did this I refreshed and the device was back. I removed again and it stayed dead.

The iTunes Manage Devices (Account:View My Account:iTunes in the Cloud:Manage Devices) screen did not update after doing this, it still showed the device I removed. I think it's broken. (Though, curiously, I was able from there to sign my iPhone 8 out of iTunes and that reenabled the Remove button, albeit with the broken '1 day remaining' screen, and after signing it back in the Remove button is still active.)

Two is much nicer number than one. I see you have the "1 day remaining too". I tried tweeting to @applesupport on twitter, and since I'm not alone this might get fixed anyway, so I'll wait a bit before braving Apple Support...

Well, that Apple Support experience did not go well. I setup a 9pm call back and they did call me on time. First tech escalated to senior tech, senior tech said they were sending me to another department, then after another 5 minutes screen sharing died, then I spent 15 minutes listening to electronic and hip-hop hold music then I gave up and hung up.😟

So no progress on this one and didn't even get to talk to anyone I could tell about the problem. I'll give it a few weeks and see if it gets fixed, meanwhile I'll do "feedback" (generally pointless).

Well, no spontaneous fix to date and no reply from Apple support on Twitter. Guess I have to bite the bullet and contact Support.