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First of all, the system should not reboot after running Sysprep, only shut down. This might be an issue with the cloudbase-init installation. Can you provide the logs for cloudbase-init installation in a pastebin? The logs can be retrieved by running the installer:

 msiexec /i CloudbaseInitSetup.msi /qn /l*v log.txt

Make sure you use the latest cloudbase-init version from

Moreover, we have an automated image generation tool available here:

The default user in the cloudbase-init configuration file is "Admin", due to security reasons. If you set the username to "Administrator", it should work just fine. If possible, can you provide the cloudbase-init log in a pastebin to further debug this issue?

Thank you.