[SOLVED] Update Never Installs - Reboot and Prompted to Install Again

BrianDrab

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I have a bunch of servers (Server 2019 Standard) that will prompt for the update (2024-07 Cumulative Update for Windows Server 2019 for x64-based Systems (KB5040430)), install, reboot and then simply prompt for it again. Been happening for months (since at least March) on each cumulative update. Wondering if anyone has any ideas.

All requested processes have been run and associated logs attached.
 

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I was able to resolve. Following is what I did in case someone else runs into a similar issue. I tried so many different combination of things and only the following worked consistently.

1. Download and run "Windows Repair (All in One Download) Portable".
2. Select the following two repairs and run them. Took about 2 hrs and 15 minutes per machine. Reboot when prompted from the tool.
2a. Repair Windows Updates
2b. Repair Windows Component Store
3. Download the actual update from the Microsoft Catalog and run it. Reboot when prompted.
4. Check for Updates and choose the option "Check Online for Microsoft Updates". It will take much longer to install this time.
5. Reboot when prompted. Yay! It's installed now.
6. Check for Updates one more time and there may be another update (.NET in my case). Allow it to install.

That's it!
 
Hi,

2. Select the following two repairs and run them. Took about 2 hrs and 15 minutes per machine. Reboot when prompted from the tool.
2a. Repair Windows Updates
2b. Repair Windows Component Store

Option 2b has probably solved the problem, this option runs the following command(s) which will remove any reclaimable packages from the system.
Code:
Dism /Online /Cleanup-Image /StartComponentCleanup
Dism /Online /Cleanup-Image /RestoreHealth

Normally it's as scheduled task: Clean Up the WinSxS Folder

Option 2a just do the following so far as I know: Additional resources for Windows Update - Windows Client
 
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