Quote:The Windows 10 October 2018 Update cumulative update published on the May 2019 Patch Tuesday installs twice for some users, and Microsoft acknowledged this unexpected behavior earlier this week.
 
Basically, what happens is that KB4494441 is offered on Windows Update, installs correctly and asks for a reboot, but it is then re-offered via Windows Update for a second time.
The update doesn’t fail to install, and everything is completed correctly after the second installation.
 
The issue is now listed as “resolved” by Microsoft, and the company explains that users don’t need to do anything to get the update, as the problem was correction on its own side.

“No action is required on your part. The update installation may take longer and may require more than one restart, but will install successfully after all intermediate installation steps have completed. We are working on improving this update experience to ensure the Update history correctly reflects the installation of the latest cumulative update (LCU),” Microsoft explains.