Windows Server 2016 Core Administrator new password woes

I recently installed a Windows Server 2016 core. After the installation, a command window (LoginUI.exe) with the text ”Enter new credentials for Administrator or hit ESC to cancel” is shown at the prompt. After entering password and pressing RETURN, nothing happens.

This was driving me insane, but the trick is to press DOWN ARROW or TAB. That takes you to the ”Confirm password” row where you can re-enter the password. You can then press ENTER.

Not the best user experience, but thanks to this blog post I finally managed to get past the Windows Server Core 2016 password prompt.

The dialog before, with text ”The user’s password must be changes before signing in” is shown below for reference. Here, pressing ENTER actually works.

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