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Open the Registry Editor. In Windows 10, Windows 8.1, or Windows 8, press the Windows logo key+R to open the Run dialog box, type regedit.exe, and then click OK. In Windows 7, click Start, type regedit in the Start Search box, and then press Enter. If you're prompted for an administrator password or for confirmation, type the password, or click Allow. If both conditions are true,it is highly recommended that you use the Outlook keeps asking for my password diagnostic to troubleshoot issues in which Outlook continually prompts for a password. This diagnostic does automated checks and returns possible solutions for you to use to try to fix any detected issues.

1. Keep Passwords On Computer
2. Office 365 For Mac Keeps Asking For Password
3. Outlook Asking For Password Repeatedly

After you or your Mac administrator resets the password of your macOS user account, your Mac might ask you to update your keychain password or enter the password of your login keychain. It might also tell you that the system was unable to unlock your login keychain. That's because your login keychain is still using your old password.

If you don't know your old password

Keep Passwords On Computer

If you don't know your old password, the solution is to create a new login keychain.

Office 365 For Mac Keeps Asking For Password

If you know your old password

If you know your old password, use that password to update your existing login keychain:

Outlook Asking For Password Repeatedly

1. Open the Keychain Access app, which is in the the Utilities folder of your Applications folder.
2. From the list of keychains on the left side of the window, select 'login.'
3. From the Edit menu in the menu bar, choose “Change Password for Keychain 'login.'”
4. 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.
5. 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.
   
6. Click OK when done, then quit Keychain Access.