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Copilot Chat

Microsoft is moving another Outlook feature behind a Copilot paywall
Winsage
July 20, 2026

Microsoft is moving another Outlook feature behind a Copilot paywall

Microsoft will retire the Meeting Insight feature for Outlook users by early September 2026, after which users will lose access to meeting insights, relevant files, and emails. The company is introducing a new feature called "Prepare for this meeting" to summarize content for upcoming meetings. Previously, Meeting Insight did not require a Microsoft 365 Copilot license, but Microsoft is now requiring this license for Copilot Chat across applications like Word, Excel, PowerPoint, and OneNote. Microsoft has expanded its Copilot initiative to nearly 80 products and is shifting towards a paid model for features that were once complimentary.
Microsoft: Some Dell PCs shut down after recent Windows updates
Winsage
July 15, 2026

Microsoft: Some Dell PCs shut down after recent Windows updates

Microsoft has temporarily halted the rollout of the Windows 11 security updates for certain Dell devices due to reports of shutdowns and performance issues linked to the KB5101650 cumulative update. The issues began after the installation of the June 23, 2026, preview update (KB5095093), which caused a conflict with the Intel Innovation Platform Framework Processor Participant driver. Affected Dell systems are showing a yellow exclamation mark in Device Manager and may experience unexpected shutdowns, poor performance, increased heat, and battery drain. Microsoft is working with Dell to resolve the issue and will not distribute the KB5101650 update to impacted systems until a fix is implemented.
Microsoft is planning to make the Windows 11 search box a bit bigger
Winsage
July 10, 2026

Microsoft is planning to make the Windows 11 search box a bit bigger

Microsoft plans to increase the height of the search box in Windows 11's Taskbar and Start menu by 4 pixels. This change will make the search box appear chunkier and shift other content within the Start menu slightly downward. The modification may align the default search box's design with the upcoming Ask Copilot search interface. Users can expect to see this update in the coming months, initially rolling out to Insiders before a broader release.
Microsoft may integrate Copilot Chat directly into the File Explorer on Windows 11 next
Winsage
January 9, 2026

Microsoft may integrate Copilot Chat directly into the File Explorer on Windows 11 next

A non-functional button has been discovered in the File Explorer app of the latest Windows 11 preview builds, which appears when users hover over a vacant area in the navigation bar. This button is speculated to be related to a feature called "Chat with Copilot," suggesting an interactive element for user experience. Users may soon be able to detach the Copilot interface from the File Explorer window, potentially as a sidebar or pop-up, allowing direct engagement with Copilot regarding selected documents and files.
These 8 targeted Microsoft Teams updates close out the year — but some features feel like overdue fixes
Winsage
January 1, 2026

These 8 targeted Microsoft Teams updates close out the year — but some features feel like overdue fixes

The Microsoft Teams platform has received several updates during December, including the ability to pop out core functions into separate windows, and the integration of third-party ISV compliance recording at the call queue level. Microsoft 365 Copilot Chat now generates meeting summaries, highlights key discussion points, and suggests actionable tasks. A new security feature protects Teams messaging by identifying external users attempting to impersonate a tenant's domain. A Frontline Hub has been established for IT administrators to manage frontline Teams experiences more efficiently. Additionally, several new devices have been certified for Teams, including various EPOS headsets, Lenovo webcams, and Yealink devices, ensuring quality and compatibility.
Microsoft November 2025 Patch Tuesday fixes 1 zero-day, 63 flaws
Winsage
November 12, 2025

Microsoft November 2025 Patch Tuesday fixes 1 zero-day, 63 flaws

Microsoft's November 2025 Patch Tuesday addresses a total of 63 vulnerabilities, including one actively exploited zero-day flaw (CVE-2025-62215) related to Windows Kernel Elevation of Privilege. The updates include four vulnerabilities classified as "Critical," with two for remote code execution, one for elevation of privileges, and one for information disclosure. The breakdown of vulnerabilities is as follows: - 29 Elevation of Privilege Vulnerabilities - 2 Security Feature Bypass Vulnerabilities - 16 Remote Code Execution Vulnerabilities - 11 Information Disclosure Vulnerabilities - 3 Denial of Service Vulnerabilities - 2 Spoofing Vulnerabilities This Patch Tuesday marks the first extended security update (ESU) for Windows 10, and users are encouraged to upgrade to Windows 11 or enroll in the ESU program. Microsoft has also released an out-of-band update to assist with enrollment issues. Other companies, including Adobe, Cisco, and Google, have also issued security updates in November 2025.
Microsoft’s vision for AI PCs looks a lot like another crack at Cortana
Winsage
October 16, 2025

Microsoft’s vision for AI PCs looks a lot like another crack at Cortana

Recent screenshots from a Windows 11 testing build indicate that Copilot will replace the Search field on the taskbar. Microsoft is reintroducing Copilot's ability to modify PC settings, allowing users to inquire about settings in plain language and directing them to the relevant sections of the Settings app. Copilot Connectors have been made available to Windows Insiders, enabling integration with email and file-sharing platforms like Gmail and Dropbox. Users can export Copilot chat contents into formats such as Word, PDF, Excel, or PowerPoint. AI actions have been added to the File Explorer's right-click menu, allowing file manipulation like batch-editing images and summarizing documents. Copilot Vision enables access to the entirety of Office documents. Microsoft has learned from the rollout of Windows Recall, which lacked prior testing through the Windows Insider Preview program.
Microsoft is building a new OneDrive app for Windows 11 complete with redesigned gallery interface — here's your first look
Winsage
October 3, 2025

Microsoft is building a new OneDrive app for Windows 11 complete with redesigned gallery interface — here’s your first look

Microsoft is developing a new dedicated OneDrive app for Windows 11, featuring a modern interface focused on photo and video viewing, file management, and editing capabilities. The app was discovered through leaks revealing an executable file named OneDrive.app.exe. Upon launch, it presents a new OneDrive icon on the Taskbar and showcases a photo library with a design that combines Fluent Design principles and web aesthetics. Key features include a Copilot functionality for quick access to chat about files, a gallery tab for photo and video editing, and a Moments feature that displays curated images from previous years. The app has a redesigned gallery mode with a floating menu bar for editing or deleting photos and includes built-in editing tools similar to those in the Windows Photos app. Despite its appealing design, there are questions about its necessity since OneDrive is already integrated into File Explorer and the Photos app. Initial impressions indicate the app performs well for a web-based application, with a scheduled OneDrive event on October 8 that may provide more information about its rollout.
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