Windows Server 2025
The latest Windows Server 2025 coverage — news, analysis, and updates from the WindowsNews.AI desk.
Windows 11 24H2 Gets KB5065378 & KB5064097 to Fortify Setup and Recovery
On August 29, 2025, Microsoft released two targeted Dynamic Update packages for Windows 11 version 24H2 and Windows Server 2025, aiming to eliminate a class of installation and recovery failures that...
Microsoft Intune Now Pushes Windows Updates During OOBE Setup via KB5065847
Microsoft’s August 29, 2025 OOBE update (KB5065847) marks a decisive shift in Windows 11, version 24H2 and Windows Server 2025 provisioning. Managed devices that meet eligibility rules can now...
Microsoft Delivers Long-Awaited Day-One Patching with Windows 11 24H2 OOBE Update KB5065848
Microsoft has rolled out KB5065848, a critical Out-of-Box Experience (OOBE) update for Windows 11 version 24H2 and Windows Server 2025, as of August 29, 2025. The update fundamentally changes how...
Microsoft Releases KB5065378 to Fortify Windows 11 Setup Against Upgrade Failures, Flags Secure Boot Expiry
Microsoft shipped KB5065378, a narrowly targeted setup dynamic update, on August 29, 2025, refreshing the core installation binaries for Windows 11 version 24H2 and Windows Server 2025. IT...
KB5064097 Delivers Non-Removable WinRE Security Refresh for Windows 11 24H2
Microsoft released KB5064097, a Safe OS Dynamic Update, on August 29, 2025, refreshing the Windows Recovery Environment (WinRE) for Windows 11 version 24H2 and Windows Server 2025. The update—which...
Windows 11 24H2 NTLMv1 SSO Block Enforces in 2026—Audit Now
Microsoft will flip a default switch in October 2026 that blocks single sign-on requests relying on NTLMv1-derived cryptography in Windows 11 24H2 and Windows Server 2025. The change is gated by a...
Microsoft Tells Admins to Cap DNS UDP Buffer at 1221 Bytes on Windows Server 2025 to Block Cache Poisoning
Microsoft has updated its security advisory ADV200013 to explicitly cover Windows Server 2022, version 23H2, and the just‑released Windows Server 2025, and is again telling administrators to apply...
When Automation Bites: The KB5044284 Windows Server 2025 Upgrade Debacle and What It Means
Microsoft’s ambitious plan to automate Windows Server 2025 upgrades with AI and hotpatching hit a major snag when a misclassified update triggered unexpected in‑place upgrades across hundreds of...
Windows Server 2019’s 2029 Hard Stop: Your Blueprint for a Secure Transition
Organizations running Windows Server 2019 have until January 9, 2029 before the operating system reaches its final end-of-life and stops receiving security patches—a deadline that demands immediate...
Windows Server 2025 Upgrades Threatened by Lingering IIS and WSUS Misconfigurations
A recent technical report in International Daily News has cast a spotlight on the brittle relationship between three backbone components of the Microsoft server ecosystem—Internet Information...
IIS Under Fire: 2025 Patch Avalanche, ViewState RCE, and Windows Server 2025 Pitfalls
Microsoft’s Internet Information Services (IIS) has once again taken center stage in the cybersecurity spotlight. Throughout 2025, a relentless wave of security patches, newly disclosed attack...
KB5063878 Deployments Fail with 0x80240069 in WSUS/SCCM: How to Fix the Metadata Crash
A wave of enterprise Windows administrators has hit a wall deploying the August cumulative update KB5063878 — error 0x80240069 tells them the installation failed, but the same package works...