Update AppleID Settings - macOS Catalina
After installing Catalina, it asks me to update my Apple ID settings. I put in my password, and then it asks for my Mac password, which I give it. Then after a few minutes the message pops back up again. Happens on both my Macbook and iMac.
Logging in and out didn't help on my MacBook, there is too much to delete/re-add for me to want to try it on my iMac.
iMac Line (2012 and Later)