LTSC Archives

Winsage

July 23, 2026

Microsoft making a new feature mandatory requirement for Windows KMS activation

Microsoft has introduced enhancements to its Windows operating system security, including an update to Entra ID authentication with default passkeys and AI-enhanced security updates. A key advancement is the KMS Hardware-Secured initiative, which uses Trusted Platform Module (TPM)-based attestation to ensure KMS hosts operate on trusted hardware for Windows volume activation. This aims to combat risks from counterfeit KMS servers. Under the new model, KMS hosts will confirm their hardware identity using TPM before activating Windows devices. Starting in August 2026, Windows Server 2025 will provide readiness messaging for KMS host compliance with new security requirements. TPM attestation will be mandatory for KMS Hardware-Secured activation with the upcoming Windows Server 2028 LTSC release. Organizations are advised to prepare for this transition.

Winsage

July 22, 2026

Redmond’s reaper cometh: October 2026 set to bury a graveyard of Microsoft products

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 20, 2026

The Windows 10 hangover is becoming a security problem

Windows 11 is currently operating on 78.8% of Windows devices, while Windows 10 holds a 16.9% share. Microsoft ceased support for Windows 10 on October 14, 2025, making it vulnerable to security threats. Eligible Windows 10 devices can receive Extended Security Updates (ESU) until October 12, 2027, through a paid program, with free ESU available for users in the European Economic Area until October 14, 2026. Approximately 21.4% of devices in small and medium-sized businesses and 16.6% in large organizations still run Windows 10, often due to budget constraints. Devices in industries like healthcare and manufacturing are particularly slow to adopt Windows 11. Windows 10 devices face nearly three times the number of active vulnerabilities compared to Windows 11, with 66.6% rated as high or critical. About 2.8% of Windows 10 systems do not meet the hardware requirements for Windows 11. A total of 18.7% of Windows devices are running unsupported operating systems, with 22.2% on versions that will reach end of support within six months, totaling 40.9% of systems that are unsupported or soon to be. The consumer ESU program will expire on October 12, 2027, after which many devices will transition to unsupported status.

Winsage

July 19, 2026

Microsoft confirms WSUS service degradation impacting all versions of Windows

A significant issue has emerged with the Windows Server Update Service (WSUS), affecting all versions of Windows client and server. Microsoft acknowledged the service degradation that began before July 14, coinciding with the latest Patch Tuesday. This degradation has caused prolonged synchronization times and occasional timeouts during sync operations on WSUS servers, attributed to a buildup of publishing metadata. Microsoft is working on a resolution to improve performance and restore synchronization times. The affected platforms include various versions of Windows 11, Windows 10, and Windows Server from 2012 to 2025. An update is expected to be released shortly to address the issue.

Winsage

July 18, 2026

Windows Server 2022 reach end of mainstream support in 90 days

Windows Server 2022 will end its mainstream support on October 13, 2026, transitioning to an extended support phase that will last until October 14, 2031, during which security updates will be provided at no additional cost. Windows Server 2022 was released in September 2021 and is part of the Long-Term Servicing Channel (LTSC) with a decade of support. Microsoft recommends upgrading to Windows Server 2025, which became generally available in November 2024 and will have mainstream support until November 13, 2029, and extended support until November 14, 2034. A 180-day trial for Windows Server 2025 is available through the Microsoft Evaluation Center. Additionally, hotpatching for Windows Server 2022 will be extended until October 2027 for Datacenter: Azure Edition systems, and the free Windows 10 Extended Security Updates program has been extended by one year. Windows 10 Enterprise LTSB 2016 and Windows 11 24H2 will stop receiving updates three months after their end of support.

Winsage

July 16, 2026

Windows 10 just got a big security update. Here’s who gets it

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 is ending support for some versions of Windows 10 and 11 soon

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 12, 2026

Microsoft is killing 15 products in 2026, including Windows 11 24H2 and Office 2021

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

July 4, 2026

Ex-Microsoft engineer rebuilds Notepad in 2.5KB using nothing but stuff Windows already had

Dave Plummer, a retired Microsoft engineer, has developed TinyRetroPad, a Notepad-like application that is only 2.5 kilobytes in size. TinyRetroPad includes features such as Open, Save, Find and Replace, printing, font selection, word wrap, and an unsaved changes prompt. It is built on existing Windows components, allowing it to function efficiently without extensive resources. TinyRetroPad is based on Dave’s Tiny Editor and utilizes RICHEDIT50W for text handling. The application's file size increased incrementally with each feature added, with the final size being 2,476 bytes. Crinkler, a compression linker, was used to optimize the executable. TinyRetroPad is still in development, facing issues like high memory consumption and compatibility problems. In contrast, Windows 11's Notepad has become larger and more complex, weighing approximately 352KB and incorporating features that some users find unnecessary. Windows 11 LTSC retains the classic Notepad without modern features, while TinyRetroPad aims to demonstrate the potential for simplicity in application design.

Winsage

July 4, 2026

Ex-Microsoft engineer rebuilds Notepad in 2.5KB using nothing but stuff Windows already had

Dave Plummer, a former Microsoft engineer, is recreating Notepad in 2.5 kilobytes with a project called TinyRetroPad, which includes features like Open, Save, Find and Replace, printing, font selection, word wrap, and unsaved changes prompt. TinyRetroPad leverages existing Windows infrastructure, utilizing built-in resources to function efficiently. It is based on Matt Power’s Dave’s Tiny Editor and operates as a wrapper around RICHEDIT50W. The size of TinyRetroPad increased with each feature added, reaching 2,476 bytes with printing. The project uses Crinkler, a compression linker, to optimize the executable. TinyRetroPad currently lacks a dedicated Releases page and may trigger false positives from antivirus software. Users have reported issues such as excessive memory usage and compatibility problems with older Windows versions. In contrast, the modern Notepad in Windows 11 has grown to approximately 352KB, with a total disk footprint nearing 5MB, leading to user backlash over its complexity. Windows 11 LTSC retains the classic Notepad, while TinyRetroPad aims to demonstrate the potential of leveraging existing OS capabilities rather than adding unnecessary features.