Applies ToWindows Server 2008 Datacenter ESU Windows Server 2008 Standard ESU Windows Server 2008 Enterprise ESU

Release Date:

8/9/2022

Version:

Security-only update

Summary

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

IMPORTANT Windows Server 2008 Service Pack 2 (SP2) has reached the end of mainstream support and are now in extended support. Starting in July 2020, there will no longer be optional, non-security releases (known as "C" releases) for this operating system. Operating systems in extended support have only cumulative monthly security updates (known as the "B" or Update Tuesday release).

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

Customers who have purchased the Extended Security Update (ESU) for on-premises versions of this OS must follow the procedures in KB4522133 to continue receiving security updates after extended support ended on January 14, 2020. For more information about ESU and which editions are supported, see KB4497181. 

Because ESU is available as a separate SKU for each of the years in which they are offered (2020, 2021, and 2022)—and because ESU can only be purchased in specific 12-month periods—you must purchase the third year of ESU coverage separately and activate a new key on each applicable device for your devices to continue receiving security updates in 2022.

If your organization did not purchase the third year of ESU coverage, you must purchase Year 1, Year 2, and Year 3 ESU for your applicable Windows Server 2008 SP2 devices before you install and activate the Year 3 MAK keys to receive updates. The steps to install, activate, and deploy ESUs are the same for first, second, and third year coverage. For more information, see Obtaining Extended Security Updates for eligible Windows devices for the Volume Licensing process and Purchasing Windows 7 ESUs as a Cloud Solution Provider for the CSP process. For embedded devices, contact your original equipment manufacturer (OEM).

For more information, see the ESU blog.

Note For information about the various types of Windows updates, such as critical, security, driver, service packs, and so on, please see the following article. To view other notes and messages for Windows Server 2008 SP2, see the following update history home page.

Improvements

This security-only update includes new improvements for the following issue:

  • Addresses an issue that might cause the Local Security Authority Server Service (LSASS) to leak tokens. This issue affects devices that have installed Windows updates dated June 14, 2022 or later. This issue occurs when the device performs a specific form of service for user (S4U) in a non-Trusted Computing Base (TCB) Windows service that runs as Network Service.

  • Enforces a hardening change that requires printers and scanners that use smart cards for authentication to have firmware that complies with section 3.2.1 of RFC 4556. If they do not comply, Active Directory domain controllers will not authenticate them. Mitigations that allowed non-compliant devices to authenticate will not exist after August 9, 2022. For more information about this change, see KB5005408.

For more information about the resolved security vulnerabilities, please refer to the Deployments | Security Update Guide and the August 2022 Security Updates.

Known issues in this update

Symptom

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 purchased 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, please see this blog post. For information on the prerequisites, see the "How to get this update" section of this article.

Starting at 12:00 A.M. Saturday, September 10, 2022, the official time in Chile will advance 60 minutes in accordance with the August 9, 2022 official announcement by the Chilean government about a daylight saving time (DST) time zone change. This moves the DST change which was previously September 4 to September 10.

Symptoms if the workaround is not used on devices between September 4, 2022 and September 11, 2022:

  • ​Time shown in Windows and apps will not be correct.

  • ​Apps and cloud services which use date and time for integral functions, such as Microsoft Teams and Microsoft Outlook, notifications and scheduling of meetings might be 60 minutes off.

  • ​Automation that uses date and time, such as Scheduled tasks, might not run at the expected time.

  • ​Timestamp on transactions, files, and logs will be 60 minutes off.

  • ​Operations that rely on time-dependent protocols such as Kerberos might cause authentication failures when attempting to logon or access resources.

  • ​Windows devices and apps outside of Chile might also be affected if they are connecting to servers or devices in Chile or if they are scheduling or attending meetings taking place in Chile from another location or time zone. Windows devices outside of Chile should not use the workaround, as it would change their local time on the device.

This issue is resolved in update KB5018446.

How to get this update

Before installing this update

IMPORTANT Customers who have purchased the Extended Security Update (ESU) for on-premises versions of this OS must follow the procedures in KB4522133 to continue receiving security updates because extended support ended on January 14, 2020.

For more information on ESU and which editions are supported, see KB4497181.

Prerequisite:

You must install the updates listed below and restart your device before installing the latest Rollup. Installing these updates improves the reliability of the update process and mitigates potential issues while installing the Rollup and applying Microsoft security fixes.

  1. The April 9, 2019 servicing stack update (SSU) (KB4493730). To get the standalone package for this SSU, search for it in the Microsoft Update Catalog. This update is required to install updates that are only SHA-2 signed.

  2. The latest SHA-2 update (KB4474419) released October 8, 2019. If you are using Windows Update, the latest SHA-2 update will be offered to you automatically. This update is required to install updates that are only SHA-2 signed. For more information on SHA-2 updates, see 2019 SHA-2 Code Signing Support requirement for Windows and WSUS.

  3. The Extended Security Updates (ESU) Licensing Preparation Package (KB4538484) or the Update for the Extended Security Updates (ESU) Licensing Preparation Package (KB4575904). The ESU licensing preparation package will be offered to you from WSUS. To get the standalone package for ESU licensing preparation package, search for it in the Microsoft Update Catalog.

After installing the items above, we strongly recommend that you install the latest SSU (KB5016129). If you are using Windows Update, the latest SSU will be offered to you automatically if you are an ESU customer. To get the standalone package for the latest SSU, search for it in the Microsoft Update Catalog. For general information about SSUs, see Servicing stack updates and Servicing Stack Updates (SSU): Frequently Asked Questions.

REMINDER If you are using Security-only updates, you will also need to install all previous Security-only updates and the latest cumulative update for Internet Explorer (KB5011486).

Install this update

Release Channel

Available

Next Step

Windows Update and Microsoft Update

No

See the other options below.

Microsoft Update Catalog

Yes

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

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

File information

For a list of the files that are provided in this update, download the file information for update KB5016686.

References

Learn about the standard terminology that is used to describe Microsoft software updates.

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