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Microsoft's Patch Tuesday update strikes again
Winsage
June 19, 2026

Microsoft’s Patch Tuesday update strikes again

Microsoft has confirmed a bug affecting the Recycle Bin across all supported versions of Windows following its June 2026 Patch Tuesday update. The glitch causes the confirmation dialog to display an "internal" filename instead of the user-friendly filename when deleting files, although the actual file and its deletion process remain unaffected. The issue affects various Windows client and server versions, including Windows 11 (versions 26H1, 25H2, 24H2, 23H2), Windows 10 (versions 22H2, Enterprise LTSC 2021, Enterprise LTSC 2019, Enterprise LTSB 2016), and Windows Server (2025, 2022, 2019, 2016, 2012 R2, 2012). Microsoft is developing a permanent solution, but it is unclear when it will be released. Commercial customers can contact Microsoft Support for Business for a workaround.
Microsoft confirms Recycle Bin bug across all versions of Windows
Winsage
June 19, 2026

Microsoft confirms Recycle Bin bug across all versions of Windows

Reports have emerged about complications from the latest Patch Tuesday update, affecting users with issues such as access problems with OneDrive and Dropbox, BitLocker recovery lockouts, and Blue Screen of Death (BSOD) errors. Microsoft has acknowledged a glitch related to the Recycle Bin after the installation of June's Patch Tuesday update (KB5094126), where the confirmation dialog displays the internal file name instead of the actual name when deleting an item. This issue affects various supported Windows client and server versions, including Windows 11 (versions 26H1, 25H2, 24H2, 23H2), Windows 10 (versions 22H2, Enterprise LTSC 2021, Enterprise LTSC 2019, Enterprise LTSB 2016), and Windows Server (2025, 2022, 2019, 2016, 2012 R2, 2012). Microsoft is working on a solution expected in a future update, but it is unclear if it will be part of the next Patch Tuesday or an out-of-band update. Commercial customers can implement a workaround by contacting Microsoft Support for Business.
Improving your Windows Insider experience
Winsage
April 10, 2026

Improving your Windows Insider experience

The Windows Insider Program is undergoing changes to improve user experience based on feedback from the community. The channel structure will be simplified into two main options: Experimental and Beta. The Experimental channel will provide early access to features under development, while the Beta channel will showcase features planned for near-term release without gradual rollouts. Users will have the option to select specific Windows core versions and enable or disable features through a new Feature flags page. Additionally, transitioning between channels will now allow for in-place upgrades, preserving apps and settings, except when moving from Experimental Future Platforms. All Insiders will be transitioned to either the new Beta or Experimental channel, with specific transitions outlined for current users in the Beta, Dev, and Canary channels. Commercial customers will see similar changes, while those in the Windows Server Insider Program will not experience alterations.
Microsoft says it won't auto install Microsoft 365 Copilot app on Windows 11, likely due to outrage over 'Microslop'
Winsage
March 18, 2026

Microsoft says it won’t auto install Microsoft 365 Copilot app on Windows 11, likely due to outrage over ‘Microslop’

Microsoft has announced a temporary halt to the automatic installation of the Microsoft 365 Copilot app on Windows 11 due to feedback from commercial customers. Initially, the company planned to auto-install the app starting in September 2025, but as of October 2025, it decided to pause this process after receiving negative feedback. Existing installations will remain unaffected, and administrators can still deploy the app through other methods. The Microsoft 365 Copilot app is designed to enhance productivity by optimizing Office applications using AI. Microsoft justified the automatic installation by highlighting the app's potential benefits, but user dissatisfaction led to the reassessment of this strategy. The company is also facing criticism for its aggressive promotion of the Copilot app, which has impacted its reputation in the AI landscape. In response, Microsoft is reevaluating its integration of Copilot within Windows 11 to address user concerns and improve the overall experience.
Windows 11 Adds New Recovery Tools to Minimize Downtime
Winsage
November 19, 2025

Windows 11 Adds New Recovery Tools to Minimize Downtime

Microsoft unveiled new Windows Recovery tools during the Ignite 2025 keynote to help IT teams reduce downtime and streamline remediation processes. Enhancements to Quick Machine Recovery (QMR) include WinRE networking support, which will initially support Ethernet and later add Enterprise Wi-Fi capabilities. Autopatch can now manage and approve QMR updates, currently in public preview. Microsoft Intune's remote recovery via WinRE allows IT administrators to monitor devices in recovery mode and deploy scripts directly from the console, extending to Windows Server VMs through the Azure Portal. New recovery options for Windows PCs include a point-in-time restore feature for reverting to previous states and a Cloud rebuild feature for remotely reinstalling Windows 11 on malfunctioning devices. These updates are expected to be generally available to commercial customers in the first half of 2026. Microsoft has also introduced Autopatch update readiness in preview, providing real-time insights into device update readiness through a unified Intune dashboard. Additionally, new tools for incident management include Mission Critical Services for Microsoft 365, allowing collaboration with Windows engineers, and Windows 365 Reserve, which offers secure temporary Cloud PCs. Microsoft Intune will issue alerts when devices enter WinRE to prioritize recovery efforts, and a Digital Signage mode will prevent error messages on non-interactive public displays.
Microsoft issues patch after Windows 10 ESU rollout stumbles
Winsage
November 19, 2025

Microsoft issues patch after Windows 10 ESU rollout stumbles

Microsoft has released a patch identified as KB5072653, called the "Extended Security Updates (ESU) Licensing Preparation Package for Windows 10," to address concerns from commercial customers facing errors during the first Patch Tuesday after the end of support. To install this patch, devices must first have the October 2025 security update. The ESU program allows customers to receive essential security updates for Windows 10 after the official support period, operating on a subscription basis. The program has faced challenges, including difficulties with the enrollment wizard and installation errors for some users. Microsoft charges a fee for these updates, which increases in subsequent years. Windows 11 has not yet surpassed Windows 10 in market share, with Windows 10 still holding over 40 percent of the Windows desktop market after the end of free support for most versions. The ESU program aims to maintain security for Windows 10 devices, despite the challenges faced.
First Windows 10 ESU Patch Tuesday release fails for some
Winsage
November 17, 2025

First Windows 10 ESU Patch Tuesday release fails for some

Microsoft is facing installation issues with the first Extended Security Update (ESU) for commercial Windows 10 customers, specifically update KB5068781, which fails to install on devices activated through the Microsoft 365 admin center, resulting in the 0x800f0922 error. Microsoft has acknowledged the issue and is investigating it, but no fix or workaround is currently available. This incident follows another ESU failure that occurred just days prior, prompting Microsoft to release an out-of-band patch. The latest update was intended to fix a previous glitch that incorrectly indicated a user's version of Windows had reached the end of support.
Millions of business PCs still on Windows 10 as D-Day nears
Winsage
October 9, 2025

Millions of business PCs still on Windows 10 as D-Day nears

As of October 14, Microsoft will issue its final updates and security fixes for Windows 10, prompting business customers to consider extended security updates at a cost that starts at for the first year, escalating to 0 in the second year and 0 in the third. There are approximately 1.4 billion Windows devices globally, with around 550 million used in corporate environments, and nearly half of these are unlikely to meet the end-of-life deadline for upgrading to Windows 11. Currently, 47 to 50 percent of commercial PCs are on Windows 11, with adoption rates nearing 60 percent in the U.S. and 65 percent in the EMEA region. About 20 percent of machines failing to upgrade do not meet Microsoft's hardware requirements. Businesses are prioritizing other budgetary concerns over PC replacements, and the rising average selling prices for PCs have contributed to sluggish sales. Omdia projects a compound annual growth rate of 1.1 percent for the global PC market through 2029. A campaign group has urged Microsoft to extend the life of Windows 10 for businesses, although consumers in the European Economic Area received a temporary reprieve.
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