AppleID login looping after macOS Mohave upgrade

Hi,

Thanks for the reply. Just before you replied I tried one last thing out of desperation.

I went to Library/Keychains

Then selected all files and folders, right clicked and selected the New Folder with Items option (this moved all of the Keychain files and folders into the new folder names New Folder with Items. I then rebooted the machine, and then logged back into the system with my machine username and password. Once logged into the OS I went to Preferences/iCloud and entered my iCloud AppleID username, the account password and then the 6 digit two factor value displayed on my phone. That started the iCloud login process, I entered the machine user account password, and then verified all of the iCloud options I wanted (Keychain, Find My Mac, etc.).

Everything appears to now be working. This is the second machine I upgraded from high Sierra to Mohave. Both have corrupted the Keychain to the point that various weird errors were occurring (on one I could no longer log into my personal email account with Apple mail, it rejected every attempt to connect to my mail server, on the second machine, this iMac I could not get logged back into iCloud). I did the same set of steps I noted above with the local Keychain folder on both Mac's, now everything is back working on both machines.

Mohave upgrade seems to be doing something to the Keychain that really messes up stuff.

Problem appears to be resolved, I'll monitor for a while and make sure nothing changes, but for now, looking good.

Try setting up another admin user account to see if the same problem continues. Please post back on whether or not this worked. Also try the Safe Mode. Please post back on whether or not this worked.

Isolating an issue by using another user account

Safe Mode - About

Safe Mode Startup – El Capitan. also Sierra

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Etrecheck – System Information

You are welcome. Nice troubleshooting.