Windows licenses

Winsage
May 1, 2026
Leo, Richard, and Paul discussed developments in the Windows Insider Program, Snapdragon X2 gaming, artificial intelligence, and Xbox. Two changes in the Insider Program were noted. Microsoft has open-sourced early MS-DOS source code. Intel reported a .7 billion loss, which Paul attributes to 'collusion.' Microsoft and OpenAI are revising their partnership, with Microsoft 365 Copilot gaining enhanced AI features in Word, Excel, and PowerPoint, and GitHub Copilot moving to a usage-based billing model starting June 1. OpenAI is reportedly entering the mobile phone market, while Adobe's Firefly AI Assistant is in preview, and Anthropic is increasing its creator space involvement. Microsoft Gaming has rebranded to Xbox, with new leadership focused on future plans, including a mobile game store pending changes in Apple's policies. Valve will release its Steam Controller next week. A listener inquired about purchasing Windows 11 on Arm for Mac virtualization, leading to suggestions for cost-saving options. PowerToys 0.99 introduces new utilities and improvements. This week’s episode of RunAs Radio compares M365 Copilot and Claude Cowork. Reifel Rye is recommended as the brown liquor of the week.
Winsage
April 26, 2026
Months after acquiring a laptop, users may encounter a prompt from Windows 11 stating, “You’re almost done setting up your PC.” This leads to a series of inquiries about adopting Microsoft’s recommended browser settings, linking a phone for SMS notifications, and acknowledging Office installation. Users may feel compelled to click through these prompts, which can include advertisements, such as for Xbox Game Pass Premium at .99 per month. This series of prompts is referred to as the Second Chance Out of Box Experience (SCOOBE), which can resurface due to Windows updates and may lead to unnecessary support calls and potential unauthorized subscriptions in organizational settings. Users can disable SCOOBE by adjusting settings in Windows or Group Policy, but ongoing vigilance is required due to the evolving nature of Microsoft’s software.
Winsage
September 10, 2025
Microsoft and software reseller ValueLicensing are in a legal battle at the UK Competition Appeal Tribunal, which could significantly impact the second-hand software market in Europe. ValueLicensing is claiming £270 million from Microsoft, alleging anti-competitive practices that limit the availability of licenses for resale. The dispute centers on copyright laws, with Microsoft arguing that certain components of its operating system cannot be resold. The trial's outcome may set a precedent affecting the future of software resale and consumer access to affordable Microsoft products.
Winsage
September 9, 2025
A UK-based reseller's case against Microsoft regarding the resale of second-hand Windows and Office licenses is being heard by the UK’s Competition Appeal Tribunal (CAT) over three days, concluding on September 11. The court will determine if certain components of Microsoft's software are exempt from the EU’s software resale regulations, which currently allow the resale of perpetual software licenses. Microsoft argues that the resale doctrine applies only to computer programs and not to components like the graphical user interface (GUI), which they claim remain under copyright protection after license transfer. A ruling in favor of Microsoft could end the resale of second-hand Windows licenses in the UK. This case is part of a larger legal battle initiated by ValueLicensing in 2021, which accuses Microsoft of harming the pre-owned software market. The comprehensive trial is expected in 2026, but current proceedings may influence the case's direction. Additionally, with Windows 10 support ending soon, any increase in licensing costs could negatively impact users needing to upgrade their systems.
Winsage
August 2, 2025
Microsoft will discontinue updates for Windows 11 SE, a version of the operating system aimed at competing with ChromeOS in education. This was announced through a support document, which stated that Windows 11 SE will not receive the upcoming Windows 11 25H2 update. Support for Windows 11 SE, including updates and security fixes, will end in October 2026. Microsoft recommends users transition to devices that support other editions of Windows 11 for ongoing support.
Winsage
February 19, 2025
The Massgrave team has released version 3.0 of their Microsoft Activation Scripts (MAS), introducing TSforge, which allows activation of all Windows editions from version 7 onward and all Office versions since Office 2013. MAS can activate commercial Windows licenses, including the Extended Security Updates (ESU) program for certain Windows 7 to 10 editions. The tool is open-source and targets the Software Protection Platform (SPP) directly. MAS is hosted on GitHub, and despite its association with software piracy, Microsoft has not intervened in its availability. The Massgrave team has documented their processes for educational purposes and acknowledges the SPP as an advanced DRM system compared to earlier versions.
Winsage
December 1, 2024
Microsoft has announced that support for Windows 10 will end on October 14, 2025. After this date, users will not receive free software updates, technical assistance, or security fixes. Microsoft has updated its support documentation and added a banner on a support page to inform users about this change. Users are encouraged to transition to Windows 11, which has stricter hardware requirements, including the need for TPM 2.0. Users can opt for an Extended Support Update program for Windows 10 at an annual fee to continue receiving security updates. A detailed end-of-support table for various Windows 10 versions has been provided, showing their start dates and end dates for mainstream and extended support. Additionally, promotional banners for Windows 11 are increasing within the Windows 11 Settings app, indicating Microsoft's intent to encourage the transition.
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