Update AppleID Settings - macOS Catalina

I also restarted, then enabled keychain in iCloud

Sign out of iCloud on your Mac, and sign in again.

I tried everything. Finally had to do a clean install of Catalina to get anything to work...

I changed the password to my account (and dealt with the huge hassle that causes across 10+ devices), then logged the MacBook with issues out and back in to iCloud (and dealt with the huge hassle THAT causes) and was finally able to enable keychain. That machine is no longer showing the error.

However, I can’t enable keychain on any other devices - my ipads, iPhones, and other MacBooks just toggle the switch back off instantly.

And the MacBook is now having a whole host of other issues unrelated to this thread. DnD mode is perpetually stuck on “Presentation Mode” for no obvious reason. USB devices aren’t detected. The dock keeps going away for no reason and not coming back.

One of the issues you may have is an incomplete log-out. This happened to me on Sierra when I upgraded and tried to resolve some account services not starting while other iCloud services seemed okay. What seemed to have happened in that case was that even though I chose "Sign Out" from iCloud, it attempted to sign me out but didn't sign me out (and I'm not sure if it was because I had enabled "unlock my Mac using my Apple Watch" but that was my suspicion at the time. What happens when you completely reboot the Mac and try to enter your Apple ID credentials there?

Only thing that worked for me was signing out and back in. On both my old Mac and my new one. I hated it both times, because I have lots of GB in my iCloud Drive :( And it also f*ed with my iTunes library (songs were in my iCloud Drive and I ended up with duplicates from my iCloud Music Library)

So it turns out the keychain didnt solve it for me but a password change did!!!!

I changed my Apple ID password on the iCloud website and so far it has worked!!!

Changing your Apple ID password fixes the issue.

So, logging out of my AppleID and then logging back in seems to have worked for me as well. Very frustrating, but at least there seems to be a work around that's not too painful.

Have you tried signing out of your Apple ID, then signing back in. That's what worked for me on both of my Macs and seems to have worked for several other. people in this thread.

This FINALLY kinda worked..lol. I had to do so many things though I don't know if I can remember everything..VERY frustrating@! The first time I attempted this, it seemed to work. The Keychain square was ticked. But then after several seconds it went unticked again.. It kept asking me for AppleID password and Mac password many times. It would show Setting Up at the Keychain item, then after entering Mac password, the setting up would go away but the box would stay unchecked. Did this several times! I kept reading through this thread and saw some people reset their AppleID password and that helped, so I did that as well(I had a strong password to start with BTW...) Of course, went thru this at least 2 more times. FINALLY on my MacBook Air it asked for the passcode to unlock my iPhone. I put that in and then it seemed everything worked. VERY frustrating, especially after waiting for hours for it to finish "Setting up Mac" last night.. I let that go all night and it was still there this morning. Power off Restart fixed that... I know security is important, but things are just seeming to be getting too complicated. Great community here though helping each other out with the quirks. Hope Apple fixes these glitches. I was hesitant even attempting this upgrade as I was reading of some of the issues people were having. I didn't have any issues going from High Sierra to Mojave. This one was almost a bit too much... Now, off to solve my 32bit app issues.. Thanks Michael/All.

IMPORTANT NOTE: If you DO NOT use iCloud Keychain on any of your devices, ignore the multiple suggestions to check Keychain. Attempting to check Keychain even though I don't use Keychain just created more issues.

I gave it another shot, was able to complete the update. I don't know if it's a coincidence but attaching an external drive with a bootable copy of Mojave appeared to let the process go forward. I've restarted at least once and the notice has not reappeared.

Hello team. I was test this on two macbook (2014 and 2015 Pro) and got same problems. In my case only one options help's me: logout Apple ID and login again. Reboot.

Very strange mistakes for Apple Dev Team.

This worked for me. However, I had to input my passwords (Apple and MacBook) MULTIPLE TIMES!!