So I ended up needing to verify exactly how SCCM Advertisements are handled when disconnected.
When you have an Advertisement that is set as a Mandatory Advertisement and your computer has downloaded the policy. And then you disconnect from the network, as in wireless or just at home or over software VPN. Thus disconnected from the corporate network but still on and running. When that time comes, for the Mandatory Advertisement to run, it will do the install, regardless if it has a network connection or not.
In the end it acted the way I expected it to, but I need to verify this and can now conclusively say that this is how it works.
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