upgrade prompt Archives

Winsage

March 13, 2026

Announcing Windows 11 Insider Preview Build 26300.8068 (Dev Channel)

Windows 11 Insider Preview Build 26300.8068 (KB 5079464) has been released to the Dev Channel. Key changes include: - Enhanced policy for removing preinstalled Microsoft Store apps for Windows ENT/EDU, allowing IT administrators to use a dynamic app removal list via Group Policy. - Users can now select a custom name for their user folder during the Windows setup process. - A new policy removes default trust for cross-signed drivers, allowing third-party drivers from the Windows Hardware Compatibility Program (WHCP) by default, initially operating in audit mode. - Point-in-time restore now includes a settings dialog for local administrators and displays available restore points. - Microsoft 365 Family subscribers can upgrade their plan directly from the Accounts page in Settings. - The Drag Tray feature has been rebranded to Drop Tray, with settings relocated. - Updates to Pen settings include a new option for the pen tail button. - Enhanced reliability for preferred display language settings and removal of an unexpected error from sfc/scannow. Updates are gradually rolled out to users who opt in through the Settings menu under Windows Update.

Winsage

February 18, 2026

Announcing Windows 11 Insider Preview Build 26220.7859 (Beta Channel)

Windows 11 Insider Preview Build 26220.7859 (KB5077223) has been released to the Beta Channel, introducing new features and improvements. For Microsoft 365 Family subscribers, there is a new option to upgrade to a different 365 plan on the Accounts page in the Settings app, which can be disabled if a streamlined experience is preferred. Improvements include enhanced reliability for app icons in the system tray when the taskbar is set to autohide, resolution of an issue causing File Explorer windows and tabs to jump unexpectedly, improved reliability for sending larger files via nearby sharing, and increased reliability in configuring options in Settings > Bluetooth & Devices > Wheel. Updates are based on Windows 11, version 25H2, and many features are being rolled out using Controlled Feature Rollout technology. Users can opt to receive features sooner by enabling the toggle in Settings > Windows Update. Some features may not be released beyond the Insider program and may evolve or be removed based on feedback. Localization for some features may still be in development.

Winsage

August 26, 2025

Windows 10’s extended support option is taking its sweet time to roll out

Microsoft will continue to provide security updates for Windows 10 beyond October 2025 for users who do not upgrade to Windows 11. Users can extend support by accessing the “Enroll now (ESU)” wizard in system settings, which has been gradually rolled out since late July 2025. Currently, only a limited number of users can see this menu, and the rollout is ongoing. The ESU wizard offers three options for extended updates, allowing users to secure an additional year of support. Users can register for extended support until October 13, 2025. Microsoft has decided not to terminate support for Windows 10 as initially planned and is offering three options for continued updates, two of which are free. Notifications urging users to upgrade before the support deadline have begun appearing, although the option to remain on Windows 10 is less prominently displayed.

Winsage

August 25, 2025

Windows 10’s latest update adds big nag screens for Windows 11 for some people

Users of Windows 10 must decide whether to extend support, switch to an alternative operating system, or upgrade to Windows 11, as support for Windows 10 ends on October 14th. Microsoft is encouraging users to transition to Windows 11 through a full-screen prompt introduced in the August update, which continues to appear even if users choose to stay on Windows 10. The company aims to create urgency for upgrading as the deadline approaches.