I was stumped with these issues for days now, reading everything i could on the subject, and I finally found the solution: it is a keychain problem with as simple solution.
We have to delete one or more folders located in ~/Library/Keychains/ , that is to say folders in the Keychains folder in our user Library.
The folders to be deleted have long names like: “A8F5E7B8-CEC1-4479-A7DF-F23CB076C8B8″.
You may have one or more folders with these long names and they can be safely deleted: one such folder will be recreated after rebooting.
Do not remove anything else contained in you Keychain folder, and REBOOT.
Once rebooted reinstall extensions in Safari and/or enable other features you we having issues with.
Trashing those folders solves many issues such as:
Security login screen system prefs not recognizing your changes & your password (locks the screen immediately on sleep or screen saver);
Safari disabling all your extensions and not recognizing your password if you try a solution in the developper's menu;
iCloud system prefs not wanting to enable your iCloud Keychain and complaining it can't communicate with the iCloud server;
Safari not recognizing your password when you try to access the passwords tab in Safari preferences.
I found this solution here although it seem unrelated (many screen captures in article): < https://techraptor.net/content/iron-mac-how-to-get-rid-of-annoying-local-items-keychain-box >