The agent never communicates w/ the NS (gateway really) due to the expired cert that was installed w/ the CEM Agent package.
The errors are...
Severity : 1
Source : MsCryptoSslDataTransformer
Module : AeXNetComms.dll
Message : NS Server certificate is expired or not yet valid
Severity : 1
Source : ConfigServer
Module : AeXNSAgent.exe
Message : Attempted CEM nsagent certificate negotiation failed.
Expired CEM Agent Install package was used to install the agent
ITMS Cloud-enabled Management CEM
Select the proper certificate expiration date in the Cloud-enabled Agent Installation Package dialog box.
Settings > Notification Server > Cloud-enabled Management > Setup > Cloud-enabled Management Setup
So when the package is install and the computer tries to communicate with the ITMS server, it will not have a expired certificate.