Over the weekend I ran into a weird issue that I hadn’t seen before. I was upgrading half of the Distribution Points for a client who’s ConfigMgr was in need of some TLC. I’ve been working on getting their overall infrastructure healthy and that includes upgrading their DPs from Windows Server 2012 to Windows Server 2016 (and eventually 2019). Once I started the upgrades I worked on other things while checking in on them periodically.