Running silently in the background under the context of the system account?

[ccalgher]

So, I've been trying to get the auto upgrade method to run in the background silently under the context of the system account, however it seemed to keep hanging.

Out of curiosity, I decided to see what the system account was running into by running the batch file with psexec (targeting the local computer) with the -i -s -h switches (this runs the executable with the gui, but in the context of the system account).

What I found was, it seems to be getting stuck on this prompt and won't continue automatically:

Is there any way to fix this or work around this?