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Winsage

July 1, 2026

Steve Ballmer once trashed Linux as “a cancer” — now it’s saving Windows 10 holdouts

In 2001, Steve Ballmer, then CEO of Microsoft, referred to Linux as a "cancer" threatening Microsoft's intellectual property and likened its users to "communist thieves." By 2016, after Microsoft ported SQL Server to Linux, Ballmer expressed enthusiasm for the change and acknowledged that the conflict with open-source had benefited Microsoft's financial success. In 2020, Microsoft President Brad Smith admitted the company had been on the wrong side of history regarding open source and noted the need for change. Microsoft has since embraced open-source technologies, introducing products like Azure Linux 4.0, built on Fedora. As Windows 11's transition becomes difficult for users, advocacy groups have criticized Microsoft for ending support for Windows 10, which could lead to millions of discarded computers. Microsoft extended Windows 10's life through an Extended Security Updates program until October 14, 2026, with a recent announcement pushing it to 2027. Rising hardware costs and design flaws in Windows 11 have led some users to consider alternatives like Linux. A survey revealed that 30% of PCs are still running Windows 10, and a poll showed that 68% of respondents plan to stick with Windows 10 through 2027.

Winsage

June 27, 2026

Microsoft now lets you pause Windows updates indefinitely and cuts restarts down to one a month

The Windows team at Microsoft has introduced a calendar-based option for pausing updates, allowing users to select a specific end date for their pause, extending up to 35 days. Users can set this by navigating to Settings > Windows Update and choosing their end date from a calendar. The calendar pause is not permanent; once the pause period ends, Windows will automatically check for and install updates. Users can manually reset the pause to extend it further by another 35 days. Additionally, Microsoft is consolidating driver, .NET, and firmware updates into a single monthly restart to enhance user experience. The "Update and shut down" feature has been improved, allowing users to shut down their PCs without installing pending updates. The calendar pause feature is available in the June optional update KB5095093, while the other changes are accessible to Windows Insiders in the Experimental and Beta channels.

Winsage

June 27, 2026

Microsoft extends Windows 10 security updates another year

Microsoft has extended support for its Windows 10 operating system, committing to provide security updates until October 2027, an increase from the previous end date of October 2026. This extension offers users an additional year of critical security updates.

Winsage

June 26, 2026

Your Windows 10 PC just quietly got another year of free support

Microsoft has extended the security updates for Windows 10 users by an additional year, with the new end date for the Extended Security Updates (ESU) program set for October 12, 2027. This extension applies automatically to existing ESU enrollees, and new users can sign up until the deadline. The change was confirmed by a Microsoft spokesperson in an editor's note added to a blog post. The extension does not apply to corporate Windows deployments, which require costly ESU subscriptions that extend support until October 2028.

Winsage

June 25, 2026

Microsoft quietly extends free Windows 10 ESU support to October 2027

Microsoft has extended the free coverage of its Windows 10 Extended Security Updates (ESU) program for consumers by an additional year, now lasting until October 12, 2027. This change was noted in updates to Microsoft's ESU documentation and a blog post. Previously, Windows 10 was set to reach its end of support on October 14, 2025, with initial ESU coverage expiring on October 12, 2026. Consumers can access the extended security updates through various methods, including payment, backing up settings to a Microsoft account, redeeming Microsoft reward points, or for users in the European Economic Area, by logging in with a Microsoft account. Each ESU license can be used on up to 10 devices linked to the same account, and the program is only for personal devices, not those managed through Active Directory or MDM.

Winsage

June 25, 2026

Microsoft Quietly Extends Windows 10 ESU For One More Year

Microsoft is expected to extend the Windows 10 Extended Security Updates (ESU) program by an additional year, with the new end date set for October 12, 2027, instead of the previously stated October 2026. This change is reflected on the Microsoft website, which confirms the new timeline.

Winsage

June 25, 2026

Microsoft quietly extends Windows 10’s extra security updates program for free: Users can now stay on Windows 10 until October 2027 securely

Microsoft has extended the timeline for Windows 10's extended support updates program to October 2027, from the original end date of October 2026. Users must log in with a Microsoft account to be eligible for the updates.

Winsage

June 24, 2026

Here are 5 Windows 11 features coming in July. None of them require AI

Microsoft will release five new features for Windows 11 in July, with an optional preview available in June. Key features include the ability to pause updates for up to 35 days using a calendar view, the Point-in-Time Restore (PITR) feature that automatically generates restore points for the system, and the Screen Tint feature to reduce eye strain with customizable color overlays. Improvements in Bluetooth connectivity will enhance performance, especially for AirPods and Beats Studio Pro headphones. The taskbar widgets will change to reduce distractions by not expanding on cursor hover, and notification icons will be streamlined. These features will be available through an optional update at the end of June or a mandatory update in July.

Winsage

June 8, 2026

Microsoft answers what you must do as Windows 11 Secure Boot deadline hits in days

The expiration date of the original Microsoft Secure Boot KEK certificate is June 24, 2026. Microsoft held a live "Ask Microsoft Anything" session on June 4 to address concerns regarding this deadline. The expiration affects the KEK key, while the DB key remains valid until October. After June 24, Microsoft will not be able to sign new DBX payloads, which are necessary for revoking compromised bootloaders. Devices without the new KEK may miss future revocations, leading to decreased security but will not stop booting immediately. The June Patch Tuesday update is expected to classify most systems as high confidence. IT administrators are advised to use the Intune monitoring report for device status and updates. Devices in a "temporarily paused" status require OEM firmware updates. Administrators should not delay manual rollouts for devices outside the high confidence classification. Secure Boot must be enabled to update certificates, and re-enabling it later can pose risks. Older models may receive high confidence classification faster than newer ones due to statistical requirements. In PXE boot environments, caution is needed when updating bootloaders. The Secure Boot update mechanism is consistent across Windows 10 and 11, and event logs are important diagnostic tools. Key event log entries include 1801, 1802, and 1803, which indicate various device statuses and issues. Microsoft provides resources at aka.ms/GetSecureBoot for further guidance.

Winsage

May 2, 2026

Microsoft to Enable Windows 11 Updates to Be Skipped During Install or Even Paused Indefinitely by Users

Microsoft is enhancing the out-of-the-box experience for Windows 11 users by allowing them to skip updates during initial installation on consumer devices. Users can now pause updates for up to 35 days and re-enable this pause multiple times. Additionally, the shutdown and restart options during update installations have been revamped, allowing users to shut down or restart their devices without triggering the update process. These changes aim to provide users with greater control over their update experience while maintaining security.