@William Farrel
That guy definitely does not have automatic updates turned on. If he did, he'd be out of a job sooner or later. He has to closely review each and every update to see what is affected. He might well have to contact third party software vendors to see if an update is going to affect their applications. He might also have to talk to internal developers to see if an update is going to affect internally developed code. At a minimum, he's going to want to roll out the update or updates to a testbed to make sure it isn't going to break anything. Even then, he's likely to wait a few days just to make sure there aren't reports of problems caused by the update on the wire. The enterprise IT motto is simple...never be the first on the block to try something new, and that includes security updates.
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