KB5058429: Overview with user sentiment and feedback

Overview

KB5058429 is a security-only update released on May 13, 2025 for Windows Server 2008 Premium Assurance. This update is part of Microsoft's ongoing security maintenance for legacy server systems approaching end of support. The update addresses internal Windows OS security vulnerabilities and requires specific prerequisites including the latest Servicing Stack Update (SSU) for successful installation.

General Purpose

The primary purpose of this security-only update is to address miscellaneous security improvements to internal Windows OS functionality. The update is specifically targeted at Windows Server 2008 Premium Assurance customers and requires careful attention to installation prerequisites, including having the latest SSU (KB5056457) installed before this update can be applied. This update is part of Microsoft's commitment to maintaining security for systems under extended support agreements.

General Sentiment

The sentiment around this update appears cautious but necessary. While it provides important security improvements, there are specific installation requirements and potential issues that administrators need to be aware of. The update requires proper preparation with prerequisite updates and may encounter installation failures if not properly managed. The timing is also significant as it comes near the end of the Extended Security Updates period for Windows Server 2008.

Known Issues

• After installing and restarting, users may receive the error "Failure to configure Windows updates. Reverting Changes"
• Update may show as Failed in Update History
• Installation failures may occur if the latest SSU is not installed first
• Systems without proper ESU MAK add-on key activation will encounter issues
• Language packs installed after this update will require update reinstallation

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 2025-06-29 08:04 AM

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