MICROSOFT TO END SECURITY UPDATES FOR UNSUPPORTED WINDOWS VERSIONS IN 2027

Summary from the TLDR InfoSec newsletter

Unsupported Windows versions will lose all Windows Update access when Microsoft rotates its update certificates on May 17 and June 19, 2027, so supported builds need the July 2026 update or later (September 2025 for Windows 11 24H2 and Server 2025), while WSUS-managed devices are unaffected.