On the business side of things, it seems that when Windows 10 checks in with a WSUS server (internal Windows update server), Windows 10 does not notify users when updates are available. I spent a solid day working on this, thinking that perhaps I did something in a group policy somewhere that caused it, but lo and behold, even taking a freshly imaged Windows 10 1903 computer, with only a (new) WSUS group policy still didn’t work properly.
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Ramblings of some nerdy IT tinkerer dude.