We plan to run a "silent install" on our Windows systems. We haven't tested this yet with the Xibo MSI installer but I assume it will work. If not, there are programs that can take a before/after snapshot of a Windows system and create an installer for you.
We plan to send the installer to our Windows systems as a 'genericfile' type using Xibo CMS. We will then use a Xibo Shell Command to execute the installer. In all likelihood we'll do a little extra command line coding to verify a few timestamps or the existence of new files just to double-check that it worked.
I've no idea if the plan outlined above will work, but that's our approach if it works.