administrators Archives

Winsage

October 12, 2026

Microsoft Warns About Windows Update Certificate Expiration

Microsoft has reminded IT administrators about the expiration of certificates that enable trusted connections between Windows devices and Windows Update servers, set to expire in May and June of 2027. Devices without replacement certificates by these deadlines may lose access to Windows Update services. Most supported Windows devices will receive new certificates automatically through security updates, but older or infrequently updated systems may require manual intervention. Organizations that do not update their devices risk losing access to critical updates, particularly unsupported Windows versions that will not receive necessary certificate updates. IT teams should audit device inventories and ensure compliance with updates, as systems on supported versions will obtain replacement certificates seamlessly. Upgrading unsupported systems is essential, and organizations are encouraged to conduct audits and expedite upgrade projects to avoid losing access to Windows Update.

Winsage

October 12, 2026

Windows 11 24H2 hits end of updates Oct. 13: What you should do now

Windows 11 version 24H2 for Home and Pro systems will stop receiving security updates on October 13, 2026. After this date, these editions will not receive any updates or technical support, although they will still boot. Windows 11 Enterprise, Education, IoT Enterprise, and Enterprise multi-session editions will continue to receive support until October 12, 2027. Organizations are advised to verify their systems' versions and editions, especially for those without endpoint management systems. Windows 11 25H2 and 26H2 are available as upgrade options, with 25H2 supported until October 12, 2027, and 26H2 supported until October 10, 2028, for Home and Pro editions. The rollout of 26H2 will be phased, and safeguard holds may be implemented if compatibility issues are detected. Unmanaged Home and Pro devices on 24H2 will automatically receive 25H2, while managed devices may require IT intervention. Regular monitoring and proactive management of Windows versions are necessary to ensure compliance and avoid future deadlines.

AppWizard

October 12, 2026

OpenAI’s own advice during its October 9 Android outage: use ChatGPT on the web

On the evening of October 9, users attempting to access ChatGPT on Android devices encountered the message "This content is unavailable in this version of the app" due to an issue from OpenAI. The problem began at 21:00:39Z and lasted for three hours and 26 minutes, concluding at 00:26:44Z on October 10. OpenAI advised users to switch to the web version while they worked on a fix for older app versions. A second major incident occurred 48 minutes later, locking workspace administrators out of plugin settings from 21:48:34Z to 23:26:59Z on October 9, totaling one hour and 38 minutes. Both incidents overlapped entirely, with the Android issue persisting for an additional hour after the admin issue was resolved. As of 21:42 UTC on October 10, a third minor incident regarding "Delayed Costs data in the Compliance API" remained unresolved, having started at 17:23:18Z on October 9. OpenAI reported that some customers might experience incomplete Costs data while the backlog was addressed, with the catch-up process expected to continue through October 11. ChatGPT usage and API Platform requests were unaffected, and the overall status was designated as "Partial System Degradation." Additionally, a more significant outage occurred on September 29, lasting five hours and 22 minutes and affecting 30 components, which was more extensive than the incidents on October 9. Neither of the major incidents on October 9 impacted the API.

Winsage

October 11, 2026

Windows PCs that are not up to date will lose Windows Update itself in 2027

Windows machines that are not current with updates will face changes in access to Windows Update due to two critical certificate expirations on May 17, 2027, and June 19, 2027. Supported versions must install specific security updates before these dates to maintain access. - Windows 11, version 25H2 and later: No action required. - Windows 11, version 24H2 and Windows Server 2025: Must install the September 2025 Windows security update or later, before June 19, 2027. - Other in-support Windows 11 versions and Windows Server 2022: Must install the July 2026 Windows security update or later, before June 19, 2027. - In-support Windows 10 versions: Must install the July 2026 Windows security update or later, before June 19, 2027. - Windows 10 Enterprise 2019 LTSC, Windows Server 2019, and Windows Server 2016: Must install the July 2026 Windows security update or later, before May 17, 2027. - Any other Windows version: Upgrade to a supported release to maintain access. Devices that are up to date will continue receiving updates without interruption, while those that are behind will lose access to Windows Update services after the expiration dates. Out-of-support versions will lose access entirely. The notice regarding the certificate expiration was posted on October 8, 2026, and reiterated on October 10, 2026.

Winsage

October 9, 2026

Microsoft’s AI-Powered Windows Strategy: 5 Things To Know

Microsoft has transitioned its Execution Containers capability into general availability, creating a secure environment for AI agents on Windows 11. Nvidia's CEO praised Microsoft's MXC architecture as a revolutionary foundation for application development. Organizations are increasingly relying on managed service providers to navigate AI tools. The general availability of Microsoft Execution Containers allows organizations to define access for AI agents, with real-time policy enforcement. The open-source MXC library integrates across Windows, macOS, and Linux, helping manage agent interactions and mitigate risks. Microsoft is enhancing the Copilot experience with hybrid intelligence features and revamping Windows Search for better performance. Preorders for new Copilot+ PCs powered by Nvidia's RTX Spark technology are open, with shipments starting on October 16. Device partners like Dell, HP, and Lenovo are also launching AI PCs on the same date. Later this year, Dell and HP will introduce Nvidia’s DGX Station technology to enable local running of frontier-class AI models on Windows devices.

Winsage

October 9, 2026

Microsoft: Outdated Windows devices will stop receiving security updates

Microsoft will stop providing security updates for devices running unsupported versions of Windows after the Windows Update certificate rotation in May and June 2027, specifically on May 17, 2027, and June 19, 2027. Users and administrators are advised to upgrade to a supported version of Windows before these dates to maintain system integrity. Replacement certificates have already been issued for supported versions, requiring no action for those systems. Specific upgrade guidance includes: - Windows 11, version 25H2 and later: No action required. - Windows 11, version 24H2 and Windows Server 2025: Install the September 2025 security update or later before June 19, 2027. - Other supported versions of Windows 11, Windows Server 2022, and Windows 10: Install the July 2026 security update or later before June 19, 2027. - Windows 10 Enterprise 2019 LTSC, Windows Server 2019, and Windows Server 2016: Install the July 2026 security update or later before May 17, 2027. - Other Windows versions: Upgrade to a supported version of Windows client or Windows Server. IT administrators should evaluate their networks for unsupported Windows versions and ensure monthly updates are applied to supported devices. The directive does not apply to devices receiving updates through Windows Server Update Services (WSUS). Microsoft also announced the rollout of Windows 11, version 26H2, as an enablement package for eligible systems.

Winsage

October 8, 2026

Windows Task Manager still speaks a language that’s probably older than you are, but there’s a reason why

Task Manager has been a key tool for Windows users since its introduction in 1996 with Windows NT 4.0, replacing the "Task List" utility. It has evolved over time but still retains terminology from earlier computing days when memory was limited. Terms like "Committed" memory, "Paged pool," and "Non-paged pool" reflect past priorities in memory management that are less relevant today due to increased RAM availability. The term "Handles" indicates open references a process has to system resources, which may confuse casual users. Microsoft has not updated the terminology to avoid disrupting IT administrators and developers who rely on established terms. Despite its outdated language, Task Manager continues to be a useful tool for system performance monitoring and diagnostics.

Winsage

October 6, 2026

Prepare for Microsoft’s Windows and Surface event with these cutting-edge features for Insiders

Microsoft is testing five new builds of Windows 11 as part of the Windows K2 initiative, which includes several updates: - Support for Unicode 17.0 has been added, allowing Windows to display over 4,800 new characters and scripts. - Performance improvements have been made to the Settings home page, reducing loading times. - The Settings > Apps > Installed apps section now shows version numbers for packaged apps. - A new entry point for Cloud Rebuild has been introduced under Settings > System > Recovery. - The Cloud rebuild feature can restore a Windows 11 PC to a clean state without USB media. - The Address Bar in File Explorer now supports the '~' character for quicker navigation. - Adjustments to the preview pane in File Explorer include a new button for HTML files and automatic previews for non-HTML files. - Folder view customizations in File Explorer are now consistently maintained. - The Windows Magnifier now allows input of exact zoom percentages and includes preset step increments. - Cloud rebuild options have been enhanced to include drive sanitization. - The Windows share window now allows users to pin favorite apps. - Messaging related to age-restricted parental controls in Family Safety has been improved. - Minor visual issues in the taskbar have been addressed. - Fixes have been implemented for certain USB Audio Class 1.0 devices. - Corrections have been made for Remote Desktop window sizing. - Issues causing lag for some Insiders after updates have been resolved.

Winsage

October 5, 2026

Windows 11 26H2 Support Comes to Intune and Configuration Manager

Microsoft is enhancing Intune and Configuration Manager to support the transition to Windows 11 version 26H2 for enterprise administrators. Intune now offers day zero support for Windows 11 version 26H2 settings, allowing IT administrators to configure new Windows policies through the Intune admin center. An updated security baseline for Windows 11 version 26H2 will also be released. Configuration Manager versions 2603 and 2609 support Windows 11 version 26H2, providing platform enhancements and updated security controls. IT teams are advised to review new settings, test on representative devices, ensure OS compatibility, and monitor deployments. Organizations using Configuration Manager may need to upgrade their environments and address the discontinuation of support for older platforms like Windows Server 2012/2012 R2 and SQL Server 2016.

Winsage

October 5, 2026

Microsoft warns fake CAPTCHA tests are hijacking Windows PCs

Microsoft has warned Windows users about a cyber threat that disguises itself as a CAPTCHA test, where cybercriminals use fraudulent verification pages to trick users into executing commands that can install malware. This tactic involves users being directed to a compromised website that presents a fake verification window, prompting them to copy text and execute it in the Windows Run dialog. This method allows attackers to bypass antivirus software by pre-loading malicious scripts disguised as harmless images in the browser's cache. Once activated, the malware collects system information, steals data, and maintains long-term control over the system. Microsoft recommends using robust security software and being aware that no legitimate service will ask users to copy and paste commands into system dialogs.