How to fix
KB5039227 fails to install
on Windows

Hello there. I was unable to install the latest update for Windows server KB5039227. The issue is persistent.

KB5039227 is a critical update for Windows Server 2022 that enhances the overall performance and security of the operating system with a host of new features, bug fixes, and enhancements. Some users have had trouble getting this update despite its importance; the installation process keeps failing. This problem might be annoying and prevent your server from operating as it should.

Possible causes

As always, there is no one causation for the KB5039227 installation failures, as these depend on the system configurations and several other factors of those affected.

Inadequate disk space is a common issue that can impede the correct download and installation of update files. Errors may also arise from corrupted system files or registry entries interfering with the updating procedure.

Another potential cause is conflicts with existing software or drivers that are incompatible with the new update. Network issues, such as unstable connections or firewall settings, can also disrupt the download or installation of the update. Furthermore, incorrect system configurations or previously failed updates that have not been resolved can contribute to the problem.

Potential solutions

To address the issue where KB5039227 is failing to install, you can try the following solutions (detailed instructions for these can be found below the article):

• Ensure there is enough disk space available.
• Run the Windows Update Troubleshooter to resolve common issues.
• Check for and repair corrupted system files using built-in tools that can be accessed via Command Prompt.
• Ensure that adequate services are running.
• Reset Windows update components.
• Use Media Creation Tool to download and install the latest version of Windows, including KB5039227.

Alternatively, employing a PC repair program like [d1] can instantly resolve any underlying Windows issues, resulting in a smooth update installation.

Fix 1. Ensure adequate disk space

• Type Disk Cleanup in Windows search and hit Enter.
• If your Windows is installed on drive C, pick it from the list (it should be by default) and press OK.
• Click Clean up system files.
• Select your main disk again and click OK.
• Here, select the largest portions of the data used - these typically include Temporary Internet Files, Windows Update, Temporary Files, Recycle Bin, Delivery Optimization Files, and others.
• Click OK - the process should be finished shortly.

Fix 2. Run the Windows Update Troubleshooter

The Windows Update Troubleshooter is a built-in tool designed to identify and resolve common issues that may be preventing the update from installing.

• Type Troubleshoot in Windows search and hit Enter.
• Click Additional troubleshooters/Other troubleshooters.
• Scroll down to find Windows Update and select it.
• Click Run the troubleshooter/Run.
• Wait till the process is finished and apply the fixes.
• Repeat this with the Network troubleshooter.

Fix 3. Repair corrupted system files

• Type cmd in Windows search.
• Right-click on Command Prompt and pick Run as administrator.
• When the User Account Control window pops up, click Yes.
• Use the following command lines, pressing Enter after each:
  sfc /scannow
  DISM /Online /Cleanup-Image /CheckHealth
  DISM /Online /Cleanup-Image /ScanHealth
  DISM /Online /Cleanup-Image /RestoreHealth
  (Note: if you get an error executing this last command, add /Source:C:\RepairSource\Windows /LimitAccess to it and try again).
• Restart your computer.

Fix 4. Check services

• Type in Services in Windows search and press Enter.
• Scroll down to locate Background Intelligent Transfer Service (BITS).
• If it is already running, right-click and pick Restart.
• If the service is not running, double-click it, select Automatic under the Startup type from the drop-down menu.
• Click Start, Apply, and OK.
• Perform the same steps with Windows update and Cryptographic services.

Fix 5. Use Media Creation Tool

• Visit the official Microsoft website and download Windows 10 installation media (Windows 11 version).
• Double-click the installer and select Yes when UAC shows up.
• Agree to terms.
• Select Upgrade this PC now and click Next.
• Windows will start downloading the needed files.
• Agree to the terms once again and click Next.
• Before installing, make sure that you are happy with your choices (otherwise, you can click Change what to keep option).
• Finally, click Install to begin the upgrade process.

Fix 6. Reset Windows Update components

Resetting Windows Update components can fix issues related to the update service itself. This process involves stopping and restarting various services and renaming update-related folders.

• Open Command Prompt as administrator.
• In the new window, use the following commands, pressing Enter after each:
  net stop bits
  net stop wuauserv
  net stop appidsvc
  net stop cryptsvc
  Del “%ALLUSERSPROFILE%\Application Data\Microsoft\Network\Downloader\*.*”
  rmdir %systemroot%\SoftwareDistribution /S /Q
  rmdir %systemroot%\system32\catroot2 /S /Q
  regsvr32.exe /s atl.dll
  regsvr32.exe /s urlmon.dll
  regsvr32.exe /s mshtml.dll
  netsh winsock reset
  netsh winsock reset proxy
  net start bits
  net start wuauserv
  net start appidsvc
  net start cryptsvc 
• Restart your PC.