Insider Archives

Winsage

July 2, 2026

Windows Weekly 990: Don’t Be Nostalgic for Stupid

Microsoft has extended the Windows 10 Extended Security Update (ESU) program for consumers by an additional year, now set to end in October 2027. Significant changes are being made to the Windows Insider experience, including a new Windows Update feature and the introduction of five new builds. Microsoft has started offering 8 GB models of its Surface Pro and Laptop, while discontinuing its Surface Go products. HP has partnered with OpenAI, and Anthropic has launched Sonnet 5. Xbox Series X|S prices are set to increase on August 1, coinciding with the discontinuation of the 2 TB X model. Microsoft may lay off approximately 5,500 employees, about 2.5 percent of its workforce. The Minecraft Bedrock edition has introduced closed captions, and Sony plans to cease the sale of physical PS media by 2028.

Winsage

July 2, 2026

Windows 11’s Start menu redesign is getting a redesign

Microsoft is redesigning the Windows 11 Start menu in response to user feedback about its size and layout. The new design will utilize native WinUI technology for improved performance and include a Low Latency Profile feature to optimize CPU performance. Key changes will allow users to customize the Start menu with resizing options (Large and Small modes) and the ability to hide specific sections, including the pinned section, apps list, and recommended section. These updates are currently being tested in an Insider build and are expected to be released with Windows 11 26H2 in October.

AppWizard

July 1, 2026

Kalshi Challenges Illinois Sports Betting Tax as Prediction Market Jurisdiction Fight Escalates

Kalshi has filed a federal lawsuit against the state of Illinois, challenging a law that imposes taxes and licensing requirements on sports-related trades in prediction markets. The lawsuit questions whether contracts traded on Kalshi's federally regulated exchange are classified as sports bets under state laws or as financial derivatives overseen by the Commodity Futures Trading Commission (CFTC). Illinois law categorizes prediction market operators as sports wagering businesses, imposing a 1.75% tax on the first five million sports wagers annually, increasing to 3.5% for wagers above that threshold, along with a costly licensing requirement. Kalshi argues that these state requirements are preempted by federal law and contends that its offerings are financial instruments, not traditional wagers. The dispute reflects a broader conflict between federal and state regulators regarding jurisdiction over prediction markets, with the CFTC previously filing a lawsuit against Illinois over similar regulatory issues. The outcome of this legal battle could have implications for the regulation of prediction contracts related to various events beyond sports.

Winsage

June 30, 2026

Microsoft is finally fixing the Windows 11 taskbar

The latest updates for Windows 11, particularly for Windows Insiders, include a new option to resize the taskbar, allowing users to adjust its height and icon size. The "show smaller taskbar buttons" feature has been enhanced to include a "small" setting for the taskbar. Additionally, improvements have been made to File Explorer, including better reliability of thumbnail previews for cloud files, a fix for the OneDrive shortcut, and a correction for the confirmation dialog when deleting files. System sounds have also been improved for dark mode users. The Xbox mode has been rebranded to XBOX mode, and the Windows K2 initiative is focused on addressing various issues within Windows 11.

Winsage

June 30, 2026

Windows 11 just took its first major step toward version 26H2, and Insiders can already test 9 features shaping Microsoft’s next big update

Microsoft has rolled out updates for Windows 11, confirming the development of version 26H2, which has transitioned from version 25H2 in the Experimental channel. Key updates include enhancements to the Search page, a revamped Mobile Devices page, a new GIF provider (GIPHY), a smaller Taskbar size option, improved system sounds in dark mode, rebranding of the Gaming section to "XBOX mode," a new "Screen tint" feature for accessibility, enhanced Magnifier zoom controls, and improved personalization features for accent color selection.

Winsage

June 30, 2026

Windows Insider Preview improves taskbar

Microsoft has released new preview versions in the Windows Insider channels, focusing on refining the taskbar in Windows 11. The latest Insider Preview versions include a new option called “Taskbar size” in the “Experimental” release channel (Build 26300.8758), with early screenshots indicating a default setting of “Small.” Users can also dock the taskbar on any side of the monitor. Improvements to system sounds in dark mode and more reliable thumbnail previews for cloud files in File Explorer's preview panel are also included in the Beta Preview (Build 26220.8754). Microsoft has restructured the Insider Preview Program, reducing it from four channels to two: Experimental and Beta, with the Release Preview channel remaining. Switching between Insider Preview channels has been simplified, allowing users to change channels more flexibly.

Winsage

June 29, 2026

Windows 11 just changed the name of Xbox mode (kind of)

The May 2026 Security Update for Windows 11 introduced "XBOX mode," replacing the previous "Xbox mode" as part of Microsoft's rebranding effort to align its gaming identity with the original console. This change was influenced by community feedback, with Xbox CEO Asha Sharma noting user preference for the all-caps version. XBOX mode is designed to optimize gaming performance by prioritizing gaming processes and can free up to 2GB of memory on a PC. Future iterations of XBOX mode are expected in the next generation of Xbox, referred to as Project Helix. Microsoft is also working on enhancements to Windows 11 through its K2 initiative to improve the gaming experience.

Winsage

June 28, 2026

Upgrade like an insider — Windows 11 Pro is just $10 through June 28

Microsoft is offering Windows 11 Pro for .97, down from the regular price of 9, as part of its Deal Days promotion running until June 28. This offer includes a lifetime license for Windows 11 Pro, which features advanced capabilities such as BitLocker encryption, Hyper-V, Windows Sandbox, and Azure AD support. The operating system also includes enhancements like Snap Layouts, DirectX 12 Ultimate, and a Copilot AI Assistant. Users must ensure their PC meets the necessary system requirements before purchasing. Prices are subject to change.

Winsage

June 28, 2026

Microsoft Weekly: 5 years of Windows 11, more support for Windows 10, and expensive Xbox

Microsoft's Windows 11 celebrated its fifth anniversary on June 24, 2026, and is undergoing regular updates to improve user experience, particularly addressing search functionality. Microsoft has extended the Extended Security Updates program for Windows 10 for an additional year. A non-security update for Windows 11, KB5095093, was released, introducing enhancements such as point-in-time restore capabilities and accessibility improvements. In the Windows Insider Program, new builds were released across various channels, including accessibility features and improvements to File Explorer. Microsoft has discontinued the AI-powered browsing history search feature in Edge due to user feedback. PowerToys version 0.100.1 has been updated with improvements and bug fixes. In gaming, Microsoft announced a price increase for Xbox consoles effective August 1, 2026, with the Xbox Series X|S models seeing price hikes. The 2TB Xbox Series X will be discontinued, but new accessibility programs are being introduced. Valve's upcoming Steam Machine console is priced at ,049 for the 512GB configuration. Rockstar Games announced that Grand Theft Auto VI will launch at .99 for the base edition and .99 for the ultimate edition. NVIDIA announced new titles for its GeForce NOW streaming service, while Steam is hosting its annual Summer Sale until July 9, and the Epic Games Store is offering free games and deals.

Winsage

June 28, 2026

Microsoft begins rolling out a faster File Explorer on Windows 11, and no, it’s not preloading

Microsoft is rolling out an enhanced File Explorer for Windows 11 as part of the June 2026 optional update (KB5095093 / Build 26200.8737), which will also be included in the cumulative update scheduled for July 2026. This update improves File Explorer performance, particularly by streamlining the "Home" tab and enhancing the speed of launching File Explorer. Users will experience a more responsive interface, with improvements in the address bar and fixes for issues related to unresponsiveness when mounting disk images. Enhancements also include refinements in file and folder renaming, allowing for better text selection and case-only name changes. Users can navigate between folders using double backslashes and quotation marks in the address bar. Microsoft is also testing a faster, configurable right-click menu to improve usability. The preloading feature for File Explorer is still in development, with no guarantee it will match the speed of Windows 10.