IoT 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 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.
Winsage
June 21, 2026
Microsoft has confirmed the upcoming Windows 11 26H2 feature update, set to roll out in fall 2026, likely in October. This update will not be a major overhaul and will utilize an enablement package (eKB) for installation, similar to the previous Windows 11 25H2 version. The last major update was the 24H2 version, released on October 1, 2024, while 25H2 launched in 2025 and reset the OS life cycle, extending support by an additional year. Support for Windows 11 24H2 ends on October 13, 2026, and for 25H2 until October 12, 2027. Windows 11 26H2 will be supported until October 2028 for Home, Pro, Pro EDU, and Pro for Workstations editions, and until October 2029 for Enterprise, Education, or IoT Enterprise editions. Devices running Windows 11 24H2 or 25H2 will transition to 26H2 without new hardware requirements, maintaining specifications of 4GB RAM, 64GB storage, and a 1GHz or faster 64-bit dual-core processor. Windows 11 26H1, another update, requires new silicon but does not introduce exclusive features. Major changes will be delivered through monthly cumulative updates rather than annual feature updates.
Winsage
June 21, 2026
Microsoft has introduced a "26H1" version of Windows 11, which is a scoped build for select new silicon PCs and not accessible to users on the 24H2 and 25H2 builds. The company is preparing for the release of version 26H2, which will be delivered as a small enablement package (eKB) to activate features already in the operating system's code. Users of Windows 11 26H1 will not be able to upgrade to 26H2 as they operate on different branches. Windows 11 26H2 will have a support cycle of 24 months for Home, Pro, Pro EDU, and Pro for Workstations editions, and 36 months for Enterprise, Education, IoT Enterprise, and Enterprise Multi-session editions. A specific release date for Windows 11 26H2 has not been announced, but it is expected to roll out soon, potentially in early October 2026. IT administrators are advised to validate Windows Insider releases and prepare rollout strategies.
Winsage
May 23, 2026
Recent feedback from Windows 11 users has led Microsoft to simplify the process of uninstalling Copilot due to dissatisfaction with its integration. A Group Policy option titled “Remove Microsoft Copilot app” has been introduced in the April 2026 Update, allowing users to remove Copilot via User Configuration > Administrative Templates > Windows Components > Windows AI. Users can also uninstall Copilot directly from the installed apps list or by right-clicking the icon, although it may reappear after a fresh installation due to certain updates. To uninstall Copilot and Microsoft 365 Copilot using Group Policy, the following conditions must be met: both apps must be installed, the user did not install them independently, and the Copilot app has not been used for over 28 days. This policy is supported on Pro, Enterprise, Education, and IoT Enterprise or LTSC versions of Windows 11. Windows 11 Home users can manually remove Copilot by creating a registry key at HKEYCURRENTUSERSoftwarePoliciesMicrosoftWindowsWindowsAI and setting a DWORD value named RemoveMicrosoftCopilotApp to 1. Alternatively, users can execute a PowerShell script to remove Copilot. Microsoft has not provided an uninstall option for Copilot in the Start menu.
Winsage
May 22, 2026
Classic 7 is a reskin of Windows 10 IoT Enterprise LTSC, not a revival of Windows 7. It offers long-term support with security updates until 2032 and lacks consumer-oriented bloatware. Classic 7 eliminates forced feature updates, providing a stable user experience and a visually appealing interface reminiscent of Windows 7. Users may face challenges in obtaining a license for this version.
Winsage
May 8, 2026
The Group Policy Editors gpedit.msc and gpmc from the RSAT tools are experiencing functionality issues in Windows 11 due to a bug that causes an overflow error, resulting in incorrect configurations being saved. This issue was first reported by Mark Heitbrink to Microsoft in March 2026, but he has not received feedback. The bug appears to be unique to Windows 11 clients, as tests on Windows Server did not show the problem. Mark documented the bug with submission number VULN-180447 and case number 111952. He described how to reproduce the issue involving the group policy "Delay Foreground download from http" and the decimal value "4294967295," which gets altered to "2147483647" on Windows 11. Mark speculated that the issue might be due to the Windows client using the INT data type instead of unsigned INT, leading to an overflow. He noted that over 50 policies are affected by this MaxValue issue across various components.
Winsage
April 24, 2026
Microsoft is adjusting its rollout strategy for Copilot AI in Windows 11 in response to user concerns by slowing down the introduction and visibility of AI features. IT administrators can now completely remove Copilot from their systems with the new setting called RemoveMicrosoftCopilotApp, introduced in Windows 11, version 25H2 (KB5083769). This feature allows for non-disruptive uninstallation of Copilot for organizations using Pro, Enterprise, Education, or IoT Enterprise editions. Specific criteria must be met for effective removal: both Microsoft 365 Copilot and Microsoft Copilot must be installed, the app should not have been installed by the user, and it must not have been launched in the past 28 days. The change is reversible, allowing for reinstallation if needed.
Winsage
February 25, 2026
Microsoft is offering up to three years of Extended Security Updates (ESU) for older Windows installations, with the expectation of compensation. Most major versions of Windows 10 will reach end of support by 2025, while Windows 10 Enterprise 2016 LTSB and Windows IoT Enterprise LTSB 2016 will end support on October 13, 2026, and Windows Server 2016 will conclude support on January 12, 2027. Microsoft recommends upgrading to Windows Server 2025 for Windows Server 2016 users. The pricing for ESU for Windows 10 2016 LTSB starts at a specified amount per device for the first year, with expected increases in subsequent years. Customers using Intune or Windows Autopatch may receive a reduced rate. There is no official pricing for Windows Server 2016 ESU, creating uncertainty for administrators. Historically, Microsoft has charged a premium for extended support, with previous ESU costs for Windows Server 2012 being 100 percent of the full license price for the first year. The final cost of ESU will depend on each organization’s licensing agreement.
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