Windows 11 23H2

Winsage
August 19, 2026
As of October 13, 2026, updates for Windows 11 Home and Pro editions, version 24H2, and Windows 10 Enterprise LTSB 2016 will end. The Enterprise and Education editions of Windows 11 24H2 will continue to receive support until October 2027. Customers are encouraged to upgrade to Windows 11 25H2, which became available in September 2024. Devices running Windows 11 24H2 Home and Pro editions will automatically upgrade to Windows 11 25H2, with users able to choose when to restart the update. Microsoft has stopped security updates for Windows 11 23H2 Home and Pro editions as of November 2025. The free Windows 10 Extended Security Updates program for consumers has been extended until October 2027. Windows Server 2022 will enter extended support in October 2026, continuing to receive security updates until October 14, 2031.
Winsage
August 17, 2026
Microsoft has announced that the mainstream end date for Windows Server 2022 is set for October 13, 2026, after which it will enter extended support until October 14, 2031. Windows Server 2022 became generally available in September 2021 and is part of the Long-Term Servicing Channel (LTSC) offering, which guarantees a decade of support. Microsoft recommends upgrading to Windows Server 2025, which will be generally available in November 2024, and will reach its end of support on November 13, 2029, with five years of extended support until November 14, 2034. A free 180-day trial of Windows Server 2025 is available. Additionally, hotpatching for Windows Server 2022 will be extended until October 2027 for Datacenter: Azure Edition systems. The free Windows 10 Extended Security Updates (ESU) program has been extended by an additional year, and Windows 11 23H2 Enterprise and Education editions will end updates on November 10, 2026, with a recommendation to upgrade to Windows 11 25H2.
Winsage
August 12, 2026
Microsoft's August Patch Tuesday update addressed 421 vulnerabilities across various products, including multiple versions of Windows (11 25H2/24H2, 11 23H2, and 10). A critical zero-day flaw, the "Windows Ancillary Function Driver for WinSock Elevation of Privilege Vulnerability," allows attackers with lower-level access to gain system privileges without user interaction. Additionally, the update addresses two other zero-day flaws, including the "Windows User Profile Service Elevation of Privilege Vulnerability," which has not yet been exploited but was publicly disclosed. The update is mandatory and should automatically install on supported PCs, with users encouraged to verify its application. The update also includes minor improvements to Windows features, such as enhancements to File Explorer, Windows Hello, Voice Access, and touchpad controls.
Winsage
July 22, 2026
October 2026 will see the end of support for several Microsoft products, including Office LTSC 2021, which requires organizations to transition to LTSC 2024 or Microsoft 365 for continued support. Windows Server 2022 will exit mainstream support on October 13, 2026, while Windows 11 24H2 Home and Pro editions will also reach their end of life on the same date. The enterprise and education versions of Windows 11 23H2 will be supported until November 10, 2026. Publisher 2021 will be discontinued without a successor. Additionally, Entra ID Sign-In risk policies will be phased out on October 1, 2026, necessitating a transition to Conditional Access to maintain user and sign-in risk protection. SQL Server 2017 is scheduled for retirement in October 2027.
Winsage
July 16, 2026
Microsoft announced that Windows 10 Enterprise LTSB 2016 and Windows 11 24H2 Home and Pro editions will stop receiving updates on October 13, 2026. The Enterprise and Education editions will continue to receive mainstream support until October 12, 2027. Users are encouraged to upgrade to Windows 11 25H2, which became available in September 2024. For unmanaged Windows 11 24H2 Home and Pro users, the transition to 25H2 will occur automatically, although they can postpone the update. Microsoft has also extended the free Windows 10 Extended Security Updates program for consumers until October 12, 2027.
Winsage
July 1, 2026
Microsoft has restored GIF functionality in the Emoji Panel for Windows 11 users after the retirement of the Tenor GIF search engine's API, which caused disruptions starting June 30. The company has transitioned to GIPHY as the new GIF provider, implemented in the preview cumulative update KB5095093 released on June 23 for Windows 11 versions 24H2, 25H2, and 26H1. Users are advised to install the latest updates to restore GIF functionality. Microsoft is also working on a solution for users on Windows 11 23H2 and Windows Server 2025. The KB5095093 update includes the Point-in-Time Restore feature and addresses various bugs and known issues.
Winsage
June 24, 2026
Windows 11 version 24H2 will reach the end of servicing on October 13, 2026. Enterprises often face version drift, requiring different upgrade strategies for various Windows 11 builds across endpoints. Upgrade methods include enablement packages, ISO-based feature updates, or direct upgrades from Windows 10. Enablement packages are the quickest and least disruptive option for compatible Windows 11 systems. Qualys TruRisk Eliminate can standardize upgrades and minimize version drift on a large scale. Endpoints should be assessed for readiness, categorized by eligibility and current OS status. Enablement packages are recommended for recent Windows 11 builds due to their minimal download size, faster installation, and reduced operational impact. If enablement packages are unavailable, ISO-based feature updates may be necessary. Direct upgrades from Windows 10 to Windows 11 25H2 can be executed without intermediate transitions. Qualys TruRisk Eliminate provides tools for managing these upgrade processes effectively.
Winsage
June 11, 2026
Microsoft has resolved an issue affecting certain Windows Server 2025 devices that were booting into BitLocker recovery mode after the April 2026 security update. This issue was linked to specific BitLocker Group Policy configurations and required users to input their BitLocker recovery key upon the first restart after the update. However, this key would only need to be entered once for subsequent restarts, provided the group policy configuration remained unchanged. The problem primarily affected enterprise systems rather than personal devices. The issue arose under specific conditions: BitLocker was enabled on the operating system drive, a particular Group Policy was set, the Secure Boot State PCR7 Binding was "Not Possible," the Windows UEFI CA 2023 certificate was present, and the device was not already using the 2023-signed Windows Boot Manager. Microsoft released fixes in the KB5094125 and KB5093998 updates to address this problem, preventing devices with incompatible group policy configurations from installing the 2023-signed Windows Boot Manager. Event ID 1032 in the System event log indicates the issue when Windows updates are installed. For IT administrators unable to deploy the latest updates, it is recommended to remove the Group Policy configuration before installing updates or to implement a Known Issue Rollback (KIR) on affected devices. Additionally, Microsoft had previously addressed similar BitLocker recovery issues in August 2024 and May 2025.
Winsage
April 8, 2026
Microsoft has implemented a server-side remedy for an issue affecting the Windows Start Menu search functionality on select Windows 11 23H2 devices, which began impacting users on April 6. The problem was linked to a server-side Bing update aimed at improving search performance. Microsoft has rolled back the problematic Bing update and expects search issues to decrease as the fix is deployed. Users have reported blank search results in the Start Menu, but options remain clickable. Microsoft confirmed that the issue will resolve automatically with the rollout of the fix, provided devices are connected to the internet and Web Search is enabled. Additionally, there have been previous Start Menu-related issues, including crashes and error messages, with Microsoft working on permanent solutions for these problems.
Winsage
March 12, 2026
Recent reports indicate concerns among users about automatic upgrades of Windows PCs, particularly for those who prefer to stay on Windows 10 or a specific feature update. Despite these fears, there is no evidence that Microsoft upgrades PCs without user consent; many users may unintentionally accept upgrade prompts or face bugs that trigger updates. Microsoft's upgrade approach can feel aggressive, especially when feature updates are bundled with regular updates. If the option to receive the latest updates is enabled, automatic installations may occur, particularly when a version reaches its end of service. Users can prevent unwanted upgrades through several methods: 1. Group Policy Editor: For Windows Pro or Enterprise users, they can lock in a specific feature update by accessing the Group Policy Editor and setting the desired OS edition and feature update version. 2. Windows Registry: Windows Home users can modify the Windows Registry to restrict upgrades. This involves creating specific DWORD and String Values to set the target OS edition and feature update version. 3. InControl App: A user-friendly application that allows users to freeze their current OS edition and feature update version, preventing upgrades while still allowing monthly updates. These methods enable users to maintain control over their operating systems and avoid unexpected upgrades.
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