routined wants to use the "Local Items" keychain alert
Did you change your password recently? Probable solution that worked for me:


Go to the app "Keychain Access".
From the side-bar, go to "login".
Click on "Edit" menu from the menu bar and choose "Change Password for Keychain "Login"..."
Enter the old password of your user account in the Current Password field. This is the password you were using before the password was reset.
Enter the new password of your user account in the New Password field. This is the password you're now using to log in to your Mac. Enter the same password in the Verify field.





Click OK, and exit the Keychain Access program.


In my experience, this would happen if you recently changed your system password. Since your login keychain relies on the password to be able to access the credentials, it keeps popping you the question.

Source: Apple