September Windows updates break Always On VPN connections

Posted: 28th Sep 2026

Microsoft has notified IT administrators that users may experience Always On VPN connection issues after installing the September 2026 Windows 11 security updates.

Always On VPN is a remote access solution that replaces the legacy DirectAccess technology and works with domain-joined, non-domain-joined, and Microsoft Entra ID–joined devices.

It is available on Windows 10, Windows 11, and Windows Server, and it runs seamlessly in the background, establishing a secure tunnel back to the corporate network automatically whenever a device connects to the internet.

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