retry failed software updates
This could be a config thing and if it is I'm sorry, I cannot find where.
Last month I grabbed all updates that have a required > 1 and deployed them (to test first of course). Now, several days (and more accurately, several maintenance windows) after they were deployed I have some updates that in the console show in monitoring\deployments\my deployment\error tab and on the client show as "past due - will be installed". The only way I know to fix these is to manually log into each server, possibly reboot them, then manually click on the retry button for the updates.
Many of my servers must be patched after Midnight. I work 9-5. They have maintenance windows from Midnight to 0500 every day. It would be great if they would retry installing the updates each maintenance window instead of me having to pull all-nighters.