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Cloudbase-Init can only enable automatic updates if you set in the config file, in the DEFAULT section, the enableautomaticupdates to True:


The functionality is the same to the one presented here:

Windows updates are usually very disruptive and can break functionality or even make the system as a whole unstable, if not proper curated and tested beforehand. Although cloudbase-init does not implement this functionality, you can use LocalScriptsPlugin (and the 1003 exit code each time you are required to perform a reboot) with this project to automatically install updates.

You can find an advanced usage of the WindowsUpdateCLI project here:

Thank you,
Adrian Vladu