KB5055596: Overview with user sentiment and feedback

Last Updated May 24, 2025

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Known Issues

Overview

KB5055596 is a security-only update released for Windows Server 2008 SP2 systems scheduled for April 8, 2025. This update is part of Microsoft's extended security update (ESU) program for legacy Windows Server systems. The update focuses on addressing critical security vulnerabilities and implementing important security protections for the operating system.

General Purpose

The primary purpose of this security update is to implement enhanced security measures for Windows Server 2008 SP2. It includes protections for vulnerabilities in OS Security and Kerberos Authentication. A notable change involves the creation of a new %systemdrive%inetpub folder as part of security improvements, which is required regardless of IIS installation status. The update also adds protections for certificate authority vulnerabilities related to Windows root store and NTAuth store interactions.

General Sentiment

The sentiment around this update appears cautious but necessary. While it provides important security improvements, there are some installation prerequisites and potential complications that administrators need to be aware of. The update requires the latest Servicing Stack Update (KB5056457) to be installed first, which could cause deployment delays. There are also some concerns about potential installation failures on systems without proper ESU licensing or activation.

Known Issues

  • Installation may fail with "Failure to configure Windows updates. Reverting Changes" error message
  • Update might show as Failed in Update History
  • These issues typically occur when: - The device is running an edition not supported for ESU - ESU MAK add-on key is not installed and activated properly

Disclaimer: We take measures to ensure that AI-generated content is of the highest possible quality, but we cannot guarantee its accuracy and recommend that users do their own independent research. Generated on 2025-05-24 02:24 AM

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