Enterprise

Winsage
July 16, 2026
Microsoft released update KB5099539 for Windows 10, enhancing security and addressing vulnerabilities. This update is part of a broader initiative for Windows 10 22H2, Windows 10 Enterprise LTSC 2021, and Windows 10 IoT Enterprise LTSC 2021. It will be automatically installed on eligible systems, resulting in build number 19045.7548. The update resolves issues in File Explorer related to OneDrive shortcuts and erroneous error messages during file deletions, as well as fixes for keyboard shortcut malfunctions. Windows 10 PCs will receive updated Secure Boot certificates, which are essential for system integrity, with Microsoft actively rolling these out. Secure Boot certificates for most Windows devices are set to expire starting in June 2026. Users must be enrolled in the Extended Security Updates (ESU) program to benefit from the KB5099539 update, which provides continued support until October 12, 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 16, 2026
Microsoft has extended support for Windows 10 Extended Security Updates (ESU) until October 2027. Windows 11 version 24H2 will reach end of support on October 13, 2026, along with Windows 10 Enterprise LTSB 2016. Windows 11 versions typically offer 24 months of support for Home and Pro editions, while Windows 10 Enterprise LTSB 2016 had five years of mainstream support followed by five years of extended support. Windows 11 version 23H2 is also expected to sunset around the same time. Users on Windows 11 version 24H2 Home and Pro are recommended to upgrade to version 25H2, with version 26H2 anticipated soon. Windows 11 Enterprise and Education SKUs of version 24H2 have an extra year of support until October 12, 2027. Organizations using Windows 10 Enterprise LTSB 2016 should consider transitioning to Windows 10 Enterprise LTSC 2024 or purchasing ESUs separately.
Winsage
July 13, 2026
Microsoft has released a guide on the Windows servicing model, detailing monthly security updates, optional preview releases, hotpatch updates, and feature rollout mechanisms. Patch Tuesday occurs every second Tuesday of the month, delivering cumulative security updates to supported Windows versions. For consumers and small businesses, updates are managed through Windows Update, while enterprises can use various tools like Windows Autopatch and WSUS. Hotpatch updates, which focus on security fixes, can be installed without a restart, unlike quarterly baseline updates that require one. Optional non-security preview updates are released in the fourth week of each month for testing upcoming fixes and new features, available only for the latest supported Windows versions. Unmanaged devices can access these updates through Windows Update settings, while IT-managed devices depend on organizational policies. Microsoft also issues out-of-band updates to address urgent issues, which can be deployed through enterprise management tools. New features for Windows 11 are rolled out throughout the year via various channels, with a gradual rollout strategy to monitor quality and compatibility, using the Controlled Feature Rollout approach.
Winsage
July 12, 2026
Microsoft will discontinue support for several products in 2026, including: 1. Windows 11 24H2 (Home and Pro) - End of servicing on October 13, 2026. 2. Office 2021 and Office LTSC 2021 - End of support on October 13, 2026. 3. Windows Server 2012 and 2012 R2 - Final ESU year ending on October 13, 2026. 4. SQL Server 2016 - Extended end of support on July 14, 2026. 5. SharePoint Server 2016 and 2019, Project Server 2016 and 2019 - Support ends on July 14, 2026. 6. Microsoft Publisher - Retired after October 2026. 7. Exchange Server 2016 and 2019, Skype for Business Server - Final ESU cutoff on October 31, 2026. 8. Windows 11 Enterprise and Education 23H2, .NET 8, .NET 9, PowerShell 7.4 - End of servicing on November 10, 2026. 9. Windows 10 2016 LTSB and IoT Enterprise LTSB 2016 - Extended support ends on October 13, 2026. 10. Windows 11 SE - Support ends on October 1, 2026. 11. Dynamics CRM 2016 and older versions - Lost support earlier in January 2026. 12. Microsoft Configuration Manager, version 2409 - End of support on June 6, 2026. 13. Visual Studio 2022 LTSC channels, versions 17.10 and 17.12 - End of support in January and July 2026, respectively. 14. InfoPath 2013, SharePoint Designer 2013 - End of support on July 14, 2026. 15. Azure service retirements - Occurring in late 2026. Organizations are advised to review their software landscape and plan for transitions to avoid disruptions.
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