Update AppleID Settings - macOS Catalina

Just as a confirmation on my post, my wife had the same problem too. Her keychain is activated by entering the apple id and password and iPhone pin at first try. I checked her iPhone and my guess was right. Her keychain was off on her iPhone. I have no issue after activating the keychain on my mac. So try these steps. It doesn’t hurt your data or settings:

1 - turn off the keychain on your iPhone and iPad and keep the autofill data locally ( it asks when you turn it off)

2 - check the keychain on your macOS. It asks about your appleid, local password, and iPhone pin.

3 - turn on the keychain on your iPhone and iPad when the keychain on your mac is remained checked.

it solved the problem for me and there is no more appleid popup!!!!

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.

Okay, here's how I had to solve it on one of my Macs (on the other two, this solved it: "Click on System Settings, then Apple ID at the top then choose iCloud. It will show what is using iCloud scroll down and choose Keychain. you may have to enter your Apple ID and your computer password a couple times. keep on following the prompts.")

On my MacBook Pro this did NOT solve it, but what ended up fixing the problem is I had to open and log into Music, Podcasts, Photos, iBooks, News, and Apple TV ... then the problem went away! I think by splitting up iTunes it introduced some sort of Keychain bug, but logging into all the new sub-apps seemed to fix it on my MacBook.

This also worked for me. Login to appleID website - BUT do not allow it to use your system password - instead login as you would with your AppleID password. Then, I got a security prompt on my Mac. Back to settings and toggle the Keychain - receive MFA prompt and enter. Finally worked.

Tried many things:

change MacBook passward

reset keychain (delete reboot let Mac recreate it)

logout of iCloud

some of these worked but within 1 day the problem returned...

this may have worked:

problem was on my macbook

changed my appleID password on my phone...on Apple ID website

this caused my phone to ask me for passcode...etc

then my MacBook asked for verification from phone; asked for phone passcode...

seemed to work...well see if it sticks...

but it seemed to reset things pretty fundamentally

The update doesn't fix the issue. I installed it a few hours ago and I'm still getting the endless loop. This is incredibly annoying... how do you push an update to solve the problem and it doesn't even solve it? Is the QA and UAT so minimal that it doesn't even verify the issue is resolved? Someone please help, and don't tell me to log out/in of my Apple ID or rest my password, we all know that doesn't work and it doesn't solve the problem!

It might have solved. After installing the update I was in continuous loop. Once I logged out of iCloud completely (in System Preferences --> Overview --> Sing Out), and logged in again it took sometime to connect everything and keychain also got enabled (at last).

I might be lucky... but try that, it might work, if not let us know. Thanks.

Reposting as it doesn't allow me to edit my repost post:

_____________________________________________

Correction:

System Preferences --> Apple ID --> Overview --> Sing Out

It might have solved. After installing the update I was in continuous loop. Once I logged out of iCloud completely (in System Preferences --> Apple ID --> Overview --> Sing Out), and logged in again it took sometime to connect everything and keychain also got enabled (at last).

I might be lucky... but try that, it might work, if not let us know. Thanks.

So I'm having this problem to, but I'm also having the problem on my Apple TV. I think this ONE ID thing is a BIG problem because we are having to reconfirm every time. But what's funny is I can still do crap without relogging in I just have a notification. I'm hoping they come up with a fix for this SOON.

I can't logout of my stuff cause then it wipes my stuff I have saved. So this option isn't a choice because then I have to readd cards and stuff. I did just put in an update for Catalina. I will try and restart but I'm still in this loop. But what's interesting I can still do stuff like make changes even though it's asking to sign in. But also my Apple TV has this same issue. I did sign out and resign in and it fixed it for a while but then I noticed it was back a few days ago. The One ID setup is broken clearly.

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.

So got an update. I just kept doing it till it asked me what’s my pin I use on my iPhone. It took like 6 or more relogging in and I noticed it started unchecking my keychain as well which was weird cause before this I was using it often and it would update across my devices. Anyway I THINK, fingers crossed, it’s fixed. Now I just need to resolve whatever is going on with my Apple TV 4K in my bedroom and TV room.

I can not use the suggestions below because I am unable to login. After the Catalina upgrade I am taken to the login page. I know my password; however, when typed correctly it is not accepted. Caps lock is not on. Any possible solutions? There are no other options on the page.

Here's what worked for me. YMMV. Apparently when i tried logging out of my iCloud account. it wasn't doing a clean logout even though it let me log out. what finally worked, was before i logged out of iCloud, I deselected every entry in the "apps on this Mac using iCloud". Once i unselected everything, I logged out and then back in. This time it asked me for the unlock code on my iPad, and then automatically reselected all the apps that I had deselected. So far it seems to have resolved my problem.

Thank you @Cima113 - resetting my iCloud password worked. Once I did this (and I had to change it to a very long 'strong' password) the 2FA started working again and everything registered smoothly.

This also seems to have fixed a few problems I had with iOS 13.0.3 on my iPhone with voice mail management.