Azure Virtual Machines Archives

Winsage

August 10, 2026

Azure Arc-Enabled ESUs for Windows Server 2016 Now Available

Microsoft is offering Extended Security Updates (ESUs) for Windows Server 2016, which will provide critical security patches until January 2030, after the end of extended support on January 12, 2027. Organizations can enroll their Windows Server 2016 instances via Azure Arc to receive these updates without migrating to Azure. The ESUs are available through a pay-as-you-go pricing model, allowing flexibility for on-premises servers and other cloud platforms. By using Azure Arc, organizations gain access to Azure management tools for improved visibility and compliance. IT administrators should connect eligible systems to Azure Arc to manage ESU enrollment and compliance effectively. ESUs are intended as a temporary solution while businesses modernize applications and plan migrations to supported platforms.

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 2, 2026

Microsoft’s new Azure Linux 4.0 is here, and it could replace Windows Server in the enterprise

Microsoft has released Azure Linux 4.0, transitioning it from an internal tool to a server operating system that users can install on their own servers and virtual machines. Azure Linux 4.0 is built on Fedora Linux, allowing the use of RPMs and ensuring compatibility with Azure's cloud platform. The beta version features a hardened Linux kernel 6.18, optimized for performance on Hyper-V and Azure virtual machines, and incorporates SELinux-based security measures without a graphical user interface. In the Azure Marketplace, it is marketed as a "Microsoft-built Linux distribution for Azure," with formal support available for deployments on Azure but not for standalone hardware. The Azure Linux GitHub repository provides transparency into the distribution, encouraging community engagement while Microsoft retains control over the base image's contents. Azure Linux is positioned as a free, Azure-optimized server operating system for hybrid environments, potentially signaling a shift away from Windows Server.

Winsage

July 1, 2026

Steve Ballmer once trashed Linux as “a cancer” — now it’s saving Windows 10 holdouts

In 2001, Steve Ballmer, then CEO of Microsoft, referred to Linux as a "cancer" threatening Microsoft's intellectual property and likened its users to "communist thieves." By 2016, after Microsoft ported SQL Server to Linux, Ballmer expressed enthusiasm for the change and acknowledged that the conflict with open-source had benefited Microsoft's financial success. In 2020, Microsoft President Brad Smith admitted the company had been on the wrong side of history regarding open source and noted the need for change. Microsoft has since embraced open-source technologies, introducing products like Azure Linux 4.0, built on Fedora. As Windows 11's transition becomes difficult for users, advocacy groups have criticized Microsoft for ending support for Windows 10, which could lead to millions of discarded computers. Microsoft extended Windows 10's life through an Extended Security Updates program until October 14, 2026, with a recent announcement pushing it to 2027. Rising hardware costs and design flaws in Windows 11 have led some users to consider alternatives like Linux. A survey revealed that 30% of PCs are still running Windows 10, and a poll showed that 68% of respondents plan to stick with Windows 10 through 2027.

Winsage

May 7, 2026

Upwind expands runtime protection to Windows Server VMs

Upwind has expanded its runtime protection and visibility offerings to include Windows Server virtual machines (VMs) on major cloud platforms such as Amazon Web Services, Google Cloud, and Microsoft Azure. This integration applies to Windows Server 2016 and later versions and enhances runtime monitoring and detection workflows. Upwind's Windows Sensor provides visibility into host activities, including process executions, network connections, and DNS requests, while also conducting continuous assessments for vulnerabilities and configuration issues. The telemetry collected aids in real-time detection of potential security threats and supports ongoing vulnerability scanning. The integration of Windows Server VMs into Upwind's Runtime Map, Detections, and Sensor components allows for unified monitoring and risk prioritization across cloud environments. This expansion aims to address the critical need for runtime behavior insights in cloud security, particularly for businesses relying on Windows Server for essential applications.

Winsage

August 12, 2025

Microsoft August 2025 Patch Tuesday fixes one zero-day, 107 flaws

A series of vulnerabilities have been identified across various Microsoft platforms, categorized by severity. Critical Vulnerabilities: - CVE-2025-49707: Azure Virtual Machines Spoofing Vulnerability - CVE-2025-53781: Azure Virtual Machines Information Disclosure Vulnerability - CVE-2025-53793: Azure Stack Hub Information Disclosure Vulnerability - CVE-2025-50176: DirectX Graphics Kernel Remote Code Execution Vulnerability - CVE-2025-50165: Windows Graphics Component Remote Code Execution Vulnerability Important Vulnerabilities: - CVE-2025-53729: Microsoft Azure File Sync Elevation of Privilege Vulnerability - CVE-2025-53152: Desktop Windows Manager Remote Code Execution Vulnerability - CVE-2025-53732: Microsoft Office Remote Code Execution Vulnerability - CVE-2025-53740: Microsoft Office Remote Code Execution Vulnerability - CVE-2025-53738: Microsoft Word Remote Code Execution Vulnerability Windows Operating System Vulnerabilities: - CVE-2025-50170: Windows Cloud Files Mini Filter Driver Elevation of Privilege Vulnerability - CVE-2025-53131: Windows Media Remote Code Execution Vulnerability - CVE-2025-50158: Windows NTFS Information Disclosure Vulnerability

Winsage

July 16, 2025

Windows Secure Boot Certificate Expired in June, Microsoft Issues Warning

Microsoft has announced that Secure Boot certificates for Windows devices will begin to expire in June 2026, which may affect device functionality and security. An out-of-band update (KB5064489) was released on July 13, 2025, to address immediate security concerns and prepare systems for the certificate transition. This update includes essential quality improvements and fixes issues related to the startup of certain Azure Virtual Machines when Virtualization-Based Security (VBS) is enabled. The update is cumulative and incorporates previous security fixes. Users are advised to install the update promptly and review guidance for updating their certificates before the expiration deadline.

Winsage

July 16, 2025

Microsoft releases emergency fix for Azure Virtual Machines issue caused by Windows 11 update

Microsoft released the KB5062553 update for Windows, which caused boot failures in some Generation 2 Azure Virtual Machines (VMs) with Trusted Launch disabled. In response, Microsoft issued an emergency patch, KB5064489, applicable to Windows 11 and Windows Server 2025, to address these issues. Affected VMs may experience boot failures if Virtualization-Based Security (VBS) is enforced via registry key. Users are advised to check if their VMs are created as “Standard” and if VBS is enabled. The KB5064489 update is not automatically deployed and must be manually downloaded from the Microsoft Update Catalog, with specific installation methods outlined.