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Release Date:



Monthly Rollup

Windows Server 2008 SP2 Extended Security Updates (ESU) third and final year ended on January 10, 2023. Additionally, Extended Security Updates on Azure only support ended on January 9, 2024. For more information, see Extended Security Updates for Windows Server overview.

We recommend that you upgrade to a later version of Windows Server. For more information, see Overview of Windows Server upgrades.


Learn more about this cumulative security update, including improvements, any known issues, and how to get the update.

Note As of July 2020, optional non-security releases for this operating system are no longer offered. Operating systems in extended support have only cumulative monthly security updates.

Verify that you have installed the required updates in the How to get this update section before installing this update.

For information about the various types of Windows updates, such as critical, security, driver, service packs, and so on, see Description of the standard terminology that is used to describe Microsoft software updates. To view other notes and messages for Windows Server 2008 SP2, see Windows Server 2008 SP2 update history.


This cumulative security update contains improvements that are part of update KB5039245 (released June 11, 2024). The following is a summary of the key issues that this update addresses. The bold text within the brackets indicates the item or area of the change we are documenting.

  • [DST] The official name of the former “Republic of Turkey” is changed to Republic of Türkiye in English. For more information about DST changes, see the Daylight Saving Time & Time Zone Blog.

  • [IME] In some scenarios, an Input Method Editor (IME) will either not show or show in an incorrect position.

  • [RADIUS protocol] A security vulnerability exists in the Remote Authentication Dial-In User Service (RADIUS) protocol related to MD5 collision problems. For more information, see KB5040268.

  • [Windows Installer] When the installer repairs an application, the User Account Control (UAC) does not prompt for your credentials. After you install this update, the UAC will prompt for them. Because of this, you might have to update your Automation scripts and add the Shield icon. This indicates that the process requires full administrator access. To turn off the UAC prompt, set the HKEY_LOCAL_MACHINE\SOFTWARE\Policies\Microsoft\Windows\Installer\DisableLUAInRepair registry value to 1. For more information, see:

For more information about the resolved security vulnerabilities, please refer to the Deployments | Security Update Guide and the July 2024 Security Updates.


Next Step

After installing this update and restarting your device, you might receive the error, “Failure to configure Windows updates. Reverting Changes. Do not turn off your computer”, and the update might show as Failed in Update History.

This is expected in the following circumstances:

  • If you are installing this update on a device that is running an edition that is not supported for ESU. For a complete list of which editions are supported, see KB4497181.

  • If you do not have an ESU MAK add-on key installed and activated.

If you have an ESU key and have encountered this issue, please verify you have applied all prerequisites and that your key is activated. For information on activation, see the Obtaining Extended Security Updates for eligible Windows devices blog post. For information on the prerequisites, see the "How to get this update" section of this article.

How to get this update

Before installing this update

We strongly recommend that you install the latest servicing stack update (SSU) for your operating system before you install the latest Monthly Rollup. SSUs improve the reliability of the update process to mitigate potential issues while installing the Monthly Rollup and applying Microsoft security fixes. For general information about SSUs, see Servicing stack updates and Servicing Stack Updates (SSU): Frequently Asked Questions.

If you use Windows Update, the latest SSU (KB5039341) will be offered to you automatically. To get the standalone package for the latest SSU, search for it in the Microsoft Update Catalog.

Language packs

If you install a language pack after you install this update, you must reinstall this update. Therefore, we recommend that you install any language packs that you need before you install this update. For more information, see Learn about adding a language pack to Windows.

Install this update

To install this update, use one of the following release channels.


Next step


This update will be downloaded and installed automatically from Windows Update if you are an ESU customer.


Next step


To get the standalone package for this update, go to the Microsoft Update Catalog website.

To download updates from the Update Catalog, see Steps to download updates from the Windows Update Catalog.


Next step


This update will automatically sync if you configure Products and Classifications as follows:

  • Product: Windows Server 2008 Service Pack 2

  • Classification: Security Updates

For more information about configuring in WSUS, see Windows Server Update Services (WSUS).

For more information about configuring in Configuration Manager, see Synchronize software updates.

File information

For a list of the files that are provided in this update, download the file information for update KB5040499.

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