Hey @Ed_Cohen – Roon installs to the user’s App Data directory which, among other reasons, gives us a lot more flexibility for how we update.
This is done specifically with setups like yours in mind, so you’re able to click a button on any device in the house and your Core can update, as opposed to requiring that you log in remotely and give permission to the update directly on the Core machine.
This also means is that Roon requires the user is logged in to run. If you don’t intend to connect a monitor or keyboard to this machine, you’ll just need to configure Windows to log in automatically, and you’ll need to configure Roon to run at startup.