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I continue to have issues deploying software updates with SCCM 2012. In some cases updates kick off and install at the desired deadline time. In other cases they will sit at "Past due – Will be installed" until i manually login and kick them off. Servers in same collection, a few work as expected and most sit at Past Due. I have a large maintenance window of 24 hours scheduled, and only deploying 1-8 updates. I have looked through the client logs but nothing jumps out at me. These are production servers so the timing is sensitive, and they need to be deployed within an hour of the specified deadline. This is causing me extra work having to logon to the servers individually and manually kick off the updates. I have confirmed the client setting "Agent extensions manage the deployment of applications and software updates" is set to false. I have searched around and can not find a solution to this issue, only the talk of maintenance windows and Agent extension setting. Anyone have any ideas?