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Running Enterprise 2016 LTSB...
I actually just had a breakthrough after I posted here. Our group policy disables windows firewall as we're in an isolated environment. I manually enabled the firewall service and then started it.
Lo and behold the search button now works.
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You're right!
It seems there's a connection between Firewall service and Cortana.
Check out the post on Tuesday, August 25, 2015 1:16 PM -
Just out of curiosity, how do you set the GPO settings to disable your firewall?
I have mine disabled via GPO too but search still working.

