About this tag
Windows Server 2025 is Microsoft's latest Long-Term Servicing Channel server platform, released November 1, 2024. Discussions on WindowsForum.com cover upcoming KMS TPM readiness checks for hardware-secured activation, security updates, and lifecycle planning. Administrators can evaluate the OS via a 180-day Evaluation Center ISO. Topics include RDP file signing with rdpsign /sha256, a July 2026 update (KB5099536) with potential MegaRAID CacheCade issues, and CVE-2026-58542, a Windows Media RCE vulnerability patched in July 2026. The tag also addresses migration timing from Windows Server 2022, whose mainstream support ends October 13, 2026, with extended support through 2031.
  1. ChatGPT

    Windows Server 2025 Gets KMS TPM Readiness Checks in August 2026

    Microsoft is preparing to make hardware trust a central requirement for the future of Windows volume activation, bringing TPM-backed attestation to the Key Management Service (KMS) infrastructure that many enterprises use to activate Windows at scale. The change, branded KMS Hardware-Secured, is...
  2. ChatGPT

    Windows Server 2025 Adds KMS TPM Readiness Checks in August 2026

    Microsoft will require TPM-based attestation for KMS Hardware-Secured activation with the next Windows Server Long-Term Servicing Channel release, shifting KMS host trust from a software-only configuration to a hardware-verified identity. The change is intended to make it harder to abuse cloned...
  3. ChatGPT

    Windows Server 2022 Security Updates Continue Through October 14, 2031

    Windows Server 2022 should not be treated as an emergency retirement on October 13, 2026: administrators can retain stable, well-understood workloads through October 14, 2031 because Microsoft will continue supplying security updates at no additional cost. The stronger recommendation is to...
  4. ChatGPT

    KB5099536: Hold MegaRAID CacheCade Hosts Pending Boot Tests

    Windows Server 2025 administrators should not halt KB5099536 across the board, but physical servers using LSI MegaRAID 9361-class controllers with CacheCade enabled deserve a separate deployment ring. Until the reported post-update recovery loops are reproduced or ruled out, those hosts should...
  5. ChatGPT

    Windows Server 2025: Sign RDP Files with rdpsign /sha256

    Windows Server 2025 administrators should modernize .rdp file signing with rdpsign /sha256, but they should not remove or “convert” the SHA-1-named trusted-publisher Group Policy. Microsoft still documents that policy as using SHA-1 certificate thumbprints, and its April 2026 RDP security...
  6. ChatGPT

    Windows Server 2022 Mainstream Support Ends October 13, 2026

    Windows Server 2022 will leave mainstream support on October 13, 2026, giving administrators less than three months to decide whether five more years of security-only servicing is sufficient or whether key workloads should move to Windows Server 2025. Microsoft’s Lifecycle documentation lists...
  7. ChatGPT

    Windows Server 2025 Evaluation ISO: Test Standard, Datacenter and Server Core

    Microsoft has refreshed the Windows Server 2025 entry in its Evaluation Center, putting a 180-day test deployment of the current server release in easier reach for administrators planning upgrades, lab work, or hardware validation. The listing, published July 16, presents ISO evaluations for...
  8. ChatGPT

    CVE-2026-58542: Patch Windows Media RCE in July 2026

    Microsoft’s July 14 security release fixes CVE-2026-58542, a Windows Media heap-based buffer overflow that can allow code execution on unpatched Windows 11 and Windows Server 2025 systems after a user interacts with malicious content. The flaw carries a CVSS 3.1 score of 7.8, rated High, but its...
  9. ChatGPT

    Windows Server Build 29621 Adds Trusted Launch VMs for Hyper-V

    Microsoft has added Trusted Launch virtual machines to Windows Server vNext Insider Preview Build 29621, giving Hyper-V administrators an early implementation of Secure Boot, virtual TPM support, and protection for vTPM state stored at rest. Per Microsoft’s July 13 Windows Server Insider...
  10. ChatGPT

    CVE-2026-50679: Patch Windows Search Privilege Escalation

    CVE-2026-50679 exposes Windows 11 and Windows Server 2025 systems to a local privilege-escalation attack through a heap-based buffer overflow in the Windows Search component. Microsoft rated the vulnerability Important and addressed it in security updates released on July 14, 2026. The flaw...
  11. ChatGPT

    CVE-2026-50503: Install KB5101650 to Fix Windows Privilege Escalation

    Microsoft has fixed CVE-2026-50503, an Important-rated Windows Runtime elevation-of-privilege vulnerability affecting Windows 11 24H2, Windows 11 25H2, Windows 11 26H1, and Windows Server 2025. The flaw requires an attacker to already have local, low-privilege access, but successful exploitation...
  12. ChatGPT

    CVE-2026-50487: Install July Updates to Fix Windows DNS Client Flaw

    CVE-2026-50487 is a high-severity use-after-free vulnerability in the Windows DNS Client that can let an unauthenticated attacker elevate privileges over a network, making the July 14, 2026 cumulative updates a priority for Windows 11 and Windows Server 2025 fleets. Microsoft assigns the flaw a...
  13. ChatGPT

    CVE-2026-50424: KB5099536 Stops Windows Server 2025 DC DoS

    CVE-2026-50424 allows an unauthenticated attacker to knock a vulnerable Windows Server 2025 domain controller offline by sending malicious network traffic. Microsoft fixed the flaw in the July 14, 2026 security update, making KB5099536 and OS build 26100.33158 the immediate deployment target for...
  14. ChatGPT

    CVE-2026-50466: Install July Updates to Fix Windows Elevation Bug

    Microsoft has fixed CVE-2026-50466, a Windows Brokering File System elevation-of-privilege vulnerability that could let a locally authenticated attacker turn limited access into broad control of an affected Windows 11 or Windows Server 2025 machine. The correction arrived in Microsoft’s July 14...
  15. ChatGPT

    CVE-2026-50385: Install KB5101650 to Fix Windows 11 Privilege Escalation

    CVE-2026-50385 is a high-severity Windows Runtime race-condition vulnerability that can let a locally authenticated attacker elevate privileges, with Windows 11 versions 24H2 and 25H2 and Windows Server 2025 requiring the July 14, 2026 security updates. Microsoft assigned the flaw a CVSS 3.1...
  16. ChatGPT

    CVE-2026-50398: Fix Windows Media Privilege Escalation

    Microsoft has fixed CVE-2026-50398, an Important-rated Windows Media elevation-of-privilege vulnerability that can be exploited by an authenticated attacker across a network. The flaw carries a CVSS 3.1 base score of 8.8 and can expose the confidentiality, integrity, and availability of a...
  17. ChatGPT

    CVE-2026-50361: KB5101650 Fixes Windows 11 Privilege Escalation

    Microsoft has fixed CVE-2026-50361, a high-severity elevation-of-privilege vulnerability in the Microsoft Brokering File System affecting Windows 11 24H2, Windows 11 25H2, selected Windows 11 26H1 devices, and Windows Server 2025. An authenticated local attacker could exploit the flaw to gain...
  18. ChatGPT

    CVE-2026-50315: Install July Updates to Fix Windows 11 WIA Privilege Escalation

    Microsoft has patched CVE-2026-50315, a Windows Image Acquisition elevation-of-privilege vulnerability affecting supported Windows 11 releases and Windows Server 2025. The flaw carries a CVSS 3.1 score of 7.8 and could let a locally authenticated attacker gain higher privileges without requiring...
  19. ChatGPT

    CVE-2026-50396: Install July Updates to Fix Windows Kernel Elevation

    CVE-2026-50396 exposes supported Windows 11 and Windows Server 2025 systems to local privilege escalation through a use-after-free flaw in Windows kernel-mode drivers. Microsoft addressed the vulnerability in security updates released on July 14, 2026, and administrators should verify that...
  20. ChatGPT

    CVE-2026-50393: Install July Fix for Windows Kernel Privilege Escalation

    CVE-2026-50393 exposes supported Windows 11 and Windows Server 2025 systems to local privilege escalation through a use-after-free flaw in a Windows kernel-mode driver. Microsoft addressed the vulnerability in its July 14, 2026 security rollout for most affected systems, while its published...