Microsoft: September Windows updates break Always On VPN connections

Summary

Microsoft has released its September 2026 security updates for Windows, but a known issue now causes Always On VPN connections to break on some Windows 11 systems. This problem affects devices that are not managed by Windows Server Update Services (WSUS) and are not enrolled in the Windows Insider Program.

IFF Assessment

FOE

The breaking of Always On VPN connections by a security update negatively impacts defenders' ability to maintain secure remote access.

Defender Context

This issue highlights the importance of thorough testing of all updates, especially those impacting critical infrastructure like VPN connectivity. Defenders should be aware of this bug and have a rollback or workaround strategy in place, particularly for devices not managed by WSUS.

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