Microsoft 365 Archives

Winsage

July 22, 2026

Redmond’s reaper cometh: October 2026 set to bury a graveyard of Microsoft products

October 2026 will see the end of support for several Microsoft products, including Office LTSC 2021, which requires organizations to transition to LTSC 2024 or Microsoft 365 for continued support. Windows Server 2022 will exit mainstream support on October 13, 2026, while Windows 11 24H2 Home and Pro editions will also reach their end of life on the same date. The enterprise and education versions of Windows 11 23H2 will be supported until November 10, 2026. Publisher 2021 will be discontinued without a successor. Additionally, Entra ID Sign-In risk policies will be phased out on October 1, 2026, necessitating a transition to Conditional Access to maintain user and sign-in risk protection. SQL Server 2017 is scheduled for retirement in October 2027.

Winsage

July 21, 2026

This week, you can get Windows 11 Pro and Microsoft Office for life together for just $33

A lifetime license for Windows 11 Pro and Microsoft Office Pro is available for .97 until July 26 at 11:59 p.m. PT, significantly reduced from the regular price of 9.99. This bundle includes essential applications such as Word, Excel, and PowerPoint, and allows installation on a single Windows PC without recurring fees. Windows 11 Pro offers features like BitLocker encryption, Hyper-V, and Windows Sandbox, along with core functionalities like Snap layouts and DirectX 12 Ultimate.

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.

Winsage

July 17, 2026

Microsoft cuts OneDrive support for older Windows 10 versions next month

Microsoft will discontinue OneDrive synchronization support for older versions of Windows 10 on August 15, 2026. Users on Windows 10 version 22H2 will continue to receive updates until October 10, 2028. Support for Windows 10 version 21H2 ended on June 13, 2023. Users on versions prior to 22H2 will only be able to access OneDrive through the web interface. Microsoft encourages upgrading to Windows 11 for better functionality. Alternatives like Nextcloud are compatible with Windows 10 version 1809 and later.

Winsage

July 17, 2026

Major Price Drop: Microsoft Office and Windows 11 down to $26

Microsoft Office Professional Plus 2019 and Windows 11 Pro are available for a one-time fee of .99, regularly priced at 9. This bundle includes a lifetime license for both products without any recurring fees. Microsoft 365 Personal costs .99 annually for only the Office suite, totaling nearly 0 over five years without an OS license. The Office 2019 suite includes core apps like Word, Excel, PowerPoint, Outlook, OneNote, Publisher, and Access, featuring enhanced tools and capabilities. Windows 11 Pro offers a sleek interface, robust security features, and productivity tools. Both licenses are perpetual, eliminating subscription management.

Winsage

July 14, 2026

Microsoft says stop waiting to install Windows updates. Here’s why

Microsoft has revised its guidance on Windows updates, urging users to install them within three days due to the rise of AI-driven cyber threats. Jeremy Chapman from Microsoft 365 emphasized the need for timely updates, recommending a maximum deferral period of two days for quality updates. In June, Microsoft patched 206 vulnerabilities, highlighting the importance of these updates to avoid significant risks. AI can help attackers exploit vulnerabilities quickly, making the practice of delaying updates obsolete. Microsoft has also developed an AI tool, MDASH, to identify vulnerabilities in Windows code.

Winsage

July 12, 2026

Microsoft is killing 15 products in 2026, including Windows 11 24H2 and Office 2021

Microsoft will discontinue support for several products in 2026, including: 1. Windows 11 24H2 (Home and Pro) - End of servicing on October 13, 2026. 2. Office 2021 and Office LTSC 2021 - End of support on October 13, 2026. 3. Windows Server 2012 and 2012 R2 - Final ESU year ending on October 13, 2026. 4. SQL Server 2016 - Extended end of support on July 14, 2026. 5. SharePoint Server 2016 and 2019, Project Server 2016 and 2019 - Support ends on July 14, 2026. 6. Microsoft Publisher - Retired after October 2026. 7. Exchange Server 2016 and 2019, Skype for Business Server - Final ESU cutoff on October 31, 2026. 8. Windows 11 Enterprise and Education 23H2, .NET 8, .NET 9, PowerShell 7.4 - End of servicing on November 10, 2026. 9. Windows 10 2016 LTSB and IoT Enterprise LTSB 2016 - Extended support ends on October 13, 2026. 10. Windows 11 SE - Support ends on October 1, 2026. 11. Dynamics CRM 2016 and older versions - Lost support earlier in January 2026. 12. Microsoft Configuration Manager, version 2409 - End of support on June 6, 2026. 13. Visual Studio 2022 LTSC channels, versions 17.10 and 17.12 - End of support in January and July 2026, respectively. 14. InfoPath 2013, SharePoint Designer 2013 - End of support on July 14, 2026. 15. Azure service retirements - Occurring in late 2026. Organizations are advised to review their software landscape and plan for transitions to avoid disruptions.

Winsage

July 11, 2026

AI Threat Forces Microsoft To Update Windows Patch Guidance

Microsoft is advocating for a reevaluation of Windows patch management practices due to the rapid evolution of artificial intelligence (AI) impacting cybersecurity. The company emphasizes that traditional timelines for patch deployment, typically spanning several weeks after the monthly Patch Tuesday, are inadequate against modern cyber threats. Microsoft recommends organizations shorten deployment windows to under three days for quality updates, with immediate installation deadlines and minimal user grace periods. To support these changes, Microsoft is enhancing Windows Autopatch with a new reporting dashboard for patch compliance and security insights. The company is promoting cloud-managed deployment through Microsoft Intune and Windows Autopatch while continuing to support legacy tools. Additionally, Microsoft is introducing Windows Hotpatch technology, allowing security updates to be installed without immediate reboots, and advocating for the use of identity-based access controls to isolate unpatched devices. The guidance reflects a shift from scheduled patching to continuous risk management, encouraging organizations to prioritize high-risk assets and automate update deployments. Microsoft is also investing in AI-assisted vulnerability discovery and automated code analysis to improve defensive capabilities. The overarching message is that enterprises must adapt their update strategies to address the accelerated pace of AI-driven exploitation.

Winsage

July 10, 2026

Microsoft is rewriting Windows patch guidance because of AI

Microsoft advises organizations to expedite their Windows update deployment timelines due to advancements in artificial intelligence that allow cyber attackers to quickly exploit vulnerabilities after security updates are released. Jeremy Chapman, Director of Microsoft 365, warns that delaying critical quality updates with security fixes increases the risk of exploitation. Microsoft recommends a quality update deferral period of fewer than three days, update deadlines of zero or one day, and a grace period of no more than two days. The Windows Autopatch report within Microsoft Intune helps identify unpatched devices, allowing administrators to adjust update deferral policies. Organizations can configure update delivery settings through policy controls in Windows Autopatch and Microsoft Intune, as well as other management tools like Microsoft Configuration Manager and Windows Server Update Services. Microsoft also promotes the use of Hotpatch for quicker installation of security updates without rebooting and encourages Conditional Access policies to restrict access to corporate resources for devices that lack required updates.

Winsage

July 10, 2026

Microsoft Urges Faster Windows Updates as AI Accelerates Attacks

The intersection of artificial intelligence and cybercrime poses significant challenges for organizations, as cybercriminals can quickly exploit vulnerabilities. Microsoft suggests that traditional patching methods are inadequate, urging organizations to adopt a more agile approach to patch management with rapid update deployment. They recommend reducing the time between the release of security updates and their deployment to less than three days, with deadlines for updates set to zero or one day and a maximum grace period of two days. Additionally, Microsoft advocates for a phased deployment strategy, testing updates on select devices before wider rollout, and utilizing features like Hotpatch and Conditional Access policies to enhance security and expedite update processes.