Apple Updates Everything, (Mon, Sep 14th)
Apple patched a record 261 vulnerabilities across iOS 27, macOS Golden Gate 27, watchOS 27, and other platforms, with none flagged as exploited.
Apple's annual OS update shipped iOS/iPadOS 27, macOS Golden Gate 27, tvOS 27, watchOS 27, and visionOS 27 plus bug-fix releases for the 26 and 15 branches, fixing a record 261 vulnerabilities. Notable issues include multiple kernel flaws allowing root privilege escalation (CVE-2026-43689, CVE-2026-43691, CVE-2026-43698, CVE-2026-43786), remote code execution in CUPS (CVE-2026-43692), kernel memory corruption via malicious NFS servers (CVE-2026-43686, CVE-2026-43687), and WebKit memory corruption from crafted web content (CVE-2026-43715). No vulnerabilities are labeled as actively exploited, and Apple does not assign per-CVE severities. Users report iOS 26.7 being downloaded when iOS 27 is intended, and tools like Little Snitch and BlockBlock need updates before upgrading to macOS 27.
Windows 11 Security Update KB5124008 Breaks Always-On VPN Connections
Microsoft's September 2026 Windows 11 update KB5124008 breaks certificate-based Always On VPN on some enterprise clients, forcing admins to pause rollout.
Microsoft's September 8, 2026 cumulative update KB5124008 for Windows 11 24H2 (build 26100.9445) and 25H2 (build 26200.9445) breaks certificate-based Always On VPN tunnels on some enterprise clients, with connectivity restored after uninstalling the update and rebooting. The issue was first detailed on Microsoft Q&A on September 9 by an administrator using Intune-deployed VPN profiles with RRAS and NPS on Windows Server 2019. The same mandatory Patch Tuesday package fixes two actively exploited zero-days, CVE-2026-81963 in the Windows Update Stack and CVE-2026-85880 in Windows Advanced Local Procedure Call, so many teams are pausing only VPN cohorts rather than blocking the full rollout.
CVE-2026-34486: Apache Tomcat Auth Bypass Vulnerability
SentinelOne details CVE-2026-34486, an Apache Tomcat EncryptInterceptor bypass exposing unencrypted cluster communications, with patches and workarounds available.
CVE-2026-34486 stems from an incomplete fix for CVE-2026-29146, letting network-positioned attackers bypass the EncryptInterceptor and read plaintext Tomcat cluster traffic, including session and application data between nodes. Affected versions 9.0.116, 10.1.53 and 11.0.20 are fixed in 9.0.117, 10.1.54 and 11.0.21. Workarounds include network-level encryption such as IPsec or VPN tunnels and isolating cluster communications to secured network segments.