Applies ToWindows Server 2008 Premium Assurance

Release Date:

4/9/2024

Version:

Monthly Rollup

Reminder  

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.

Summary

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.

Improvements

This cumulative security update contains improvements that are part of update KB5035920 (released March 12, 2024). This update includes the following improvements:

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

Known issues in this update

Symptoms

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.

After installing this update on domain controllers (DCs), you might notice a significant increase in NTLM authentication traffic. This issue is likely to affect organizations that have a very small percentage of primary domain controllers in their environment and high NTLM traffic.

This issue is resolved in the Windows update (KB5037800) released on or after May 14, 2024.

After installing this update, Windows devices might encounter VPN connection failures.

This issue is resolved in the Windows update (KB5037800) released on or after May 14, 2024.

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 (KB5034867) 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

Release Channel

Available

Next Step

Windows Update and Microsoft Update

Yes

None. This update will be downloaded and installed automatically from Windows Update if you are an ESU customer.

Microsoft Update Catalog

Yes

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.

Windows Server Update Services (WSUS)

Yes

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

Product: Windows Server 2008 Service Pack 2

Classification: Security Updates

For more information, see Configure classifications and products to synchronize.

File information

For a list of the files that are provided in this update, download the file information for update KB5036932.

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