So I recreated the image using then sysprepped using this command: Sysprep /generalize /oobe
It was based on this note: https://docs.microsoft.com/en-us/windows-hardware/manufacture/desktop/boot-windows-to-audit-mode-or-oobe
Note
If you install Windows images by using the Sysprep /generalize /oobe command, the user experience will not be ideal. On the next reboot after you run the Sysprep /generalize /oobe command, Windows runs the specialize configuration pass, Plug and Play, and other Setup tasks before Windows starts OOBE. This process can take additional time and can delay a customer's first logon.
I needed to make sure the specialize pass was processed, and this command facilitated that. Using the GUI didn't seem to do the same thing.
The entire article is here.