Windows Server 2025

Winsage
May 28, 2026
Microsoft has acknowledged an issue with the May 2026 security update for Windows Server 2016, affecting systems with hostnames of exactly 15 characters, which leads to failed domain controller (DC) lookups. The error occurs during DC lookups, specifically returning the error code ERRORINVALIDPARAMETER. Servers with 14 or 16 character hostnames are not affected. Administrators may face challenges with DFS Namespace management and other functions reliant on DC access. Microsoft is investigating the issue but has not provided a timeline for a fix. Windows Server 2016's mainstream support ended in January 2022, but extended support will continue until January 2027.
Winsage
May 26, 2026
Microsoft has acknowledged an issue affecting Windows Server 2016 systems related to domain controller lookups after the installation of the KB5087537 security update released in May 2026. The problem occurs specifically for devices with hostnames that are exactly 15 characters long, causing domain controller discovery to fail and resulting in an ERRORINVALIDPARAMETER during DCLocator calls. This issue may disrupt administrative operations that depend on domain controller lookups, such as DFS Namespace management. Microsoft is investigating the issue but has not provided a timeline for resolution.
Winsage
May 23, 2026
BitLocker, a security feature for data protection, has a vulnerability identified as CVE-2026-45585, also known as YellowKey, which allows unauthorized access to encrypted data on Windows 11 versions 24H2, 25H2, 26H1, and Windows Server 2025. This flaw does not compromise BitLocker’s encryption but affects the recovery environment supporting it. The vulnerability can be exploited locally through the Windows Recovery Environment (WinRE) by an attacker with physical access, who can trigger an unrestricted shell and access the BitLocker-protected volume. Microsoft has provided two mitigation strategies: modifying the WinRE image to remove the autofstx.exe entry and transitioning from TPM-only protection to a TPM+PIN requirement at startup. The exploit poses challenges for detection, as it occurs pre-boot and currently lacks vendor-published indicators of compromise. Organizations using BitLocker for unattended devices are particularly at risk, as the vulnerability can lead to loss of confidentiality if an attacker gains access before the legitimate user.
Winsage
May 21, 2026
A segment of Windows 11 users has been unable to receive updates since February due to issues stemming from the January Preview Update, which caused download timeouts. This has resulted in missed security patches and critical updates related to Secure Boot certificates. Users may experience crashes during the update process, indicated by the error code 0x80010002. To check if affected, users can view their update history in Settings; if no updates have been installed since January and updates have not been paused, they are likely impacted. Microsoft is working on a fix linked to download timeout changes and firewall settings. A Known-Issue Rollback (KIR) can be executed to revert to a previous state before the problematic update, restoring normal functionality. This rollback is available for specific Windows 11 versions and Windows Server 2025.
Winsage
May 5, 2026
Microsoft will include the psmounterex.sys driver in its Vulnerable Driver Blocklist in the April 2026 security update, affecting third-party backup applications that use this driver for image mounting and Volume Shadow Copy Service (VSS) snapshots. This decision addresses CVE-2023-43896, a critical buffer overflow vulnerability. Affected software includes Macrium Reflect, Acronis Cyber Protect Cloud, UrBackup Server, and NinjaOne Backup on Windows 11, Windows 10, and Windows Server platforms. Users may face issues during image-mount operations, receiving error messages related to VSS timeouts and Code Integrity errors in the Event Viewer. To check if a system is affected, users can look for Event ID 3077 in the Code Integrity Operational log. Microsoft recommends upgrading to newer versions of backup applications that do not use blocked drivers and advises against uninstalling or delaying the April update. Additionally, the update may cause certain Windows Server 2025 devices to boot into BitLocker recovery mode and has led to out-of-band updates for Windows Server update failures and restart loops on domain controllers.
Winsage
May 4, 2026
Microsoft has acknowledged that the April 2026 security updates have disrupted the functionality of various third-party backup applications using the psmounterex.sys driver, raising concerns among users. The issue primarily affects software leveraging the Volume Shadow Copy Service (VSS) snapshots, leading to failures due to VSS service timeouts. Notable impacted products include Macrium Reflect, Acronis Cyber Protect Cloud, UrBackup Server, and NinjaOne Backup, used on Windows 11, Windows Server, and Windows 10 devices. Disruptions can manifest as failures to mount backup image files, errors or timeouts when browsing or restoring from backup images, and error messages related to VSS timeouts. Microsoft updated its support documentation to clarify that the April updates included a security hardening change that added psmounterex.sys to the vulnerable driver blocklist to protect against a high-severity buffer overflow vulnerability (CVE-2023-43896). Affected users are advised to upgrade to newer application versions with updated drivers and not to uninstall or pause the security update. Users can check if the Microsoft Vulnerable Driver Blocklist is blocking a driver by looking for Event ID 3077 in the Code Integrity Operational log. Additionally, Microsoft has alerted users that some Windows Server 2025 devices may boot into BitLocker recovery mode after installing the KB5082063 update and has issued out-of-band updates to address installation failures and restart loops affecting Windows Server systems after the April 2026 updates.
Winsage
May 1, 2026
The KB5083769 security update released in April 2026 has disrupted the functionality of various third-party backup applications on Windows 11 versions 24H2 and 25H2, primarily due to issues with the Volume Shadow Copy Service (VSS). Affected applications include Acronis Cyber Protect Cloud, Macrium Reflect, NinjaOne Backup, and UrBackup Server. Users have reported receiving an error message indicating that backups have failed due to VSS timeouts. Acronis has acknowledged the issue, stating it affects both Windows 11 Pro and Home editions, and warns of potential broader system issues. A temporary solution involves uninstalling the KB5083769 update or pausing Windows updates. Additionally, Microsoft has issued out-of-band updates for critical issues affecting Windows Server systems and warned that some Windows Server 2025 devices may encounter BitLocker recovery prompts after installing the KB5082063 update.
Winsage
April 21, 2026
Windows Server remains essential for critical workloads globally, with organizations needing to improve security, streamline patching, and maintain resilience in complex hybrid environments. The Windows Server Summit 2026 will take place from May 11–13, focusing on actionable guidance in security, patching, resiliency, and hybrid operations. Key areas of investment for 2026 include upgrade planning for Windows Server 2025, hybrid governance and management through Azure Arc, and operational consistency at scale with monitoring and patch automation. The Summit will provide insights into future Windows Server developments and facilitate direct interaction with Microsoft's product team. Attendees will receive practical guidance on upgrade strategies, operational patterns, security considerations, and hybrid management scenarios. Common triggers for evaluating changes include planning transitions to Windows Server 2025, reassessing patch cadence, standardizing hybrid operations, and addressing operational fragmentation. The event is aimed at enterprise IT professionals seeking to secure and modernize their Windows Server environments.
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