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Defeating VPN Always On

Maxime Clementz

Maxime Clementz evaluates Windows VPN Always-On enterprise security controls, demonstrating design and implementation bypasses to reach untrusted networks.

Summary

The Purpose of VPN Always-On Enterprise Controls

Organizations enforce 'VPN Always-On' policies on mobile corporate laptops to ensure all network traffic is encrypted and routed exclusively through corporate security gateways.

Auditing Windows Network APIs and Commercial VPN Clients

Maxime Clementz examines how the Windows networking stack and popular commercial enterprise VPN solutions enforce persistent gateway routing rules.

Discovering Design and Implementation Bypasses

Analyzing DNS resolution flows, local subnet routing exceptions, and captive portal helper daemons reveals methods to bypass network tunneling and reach local networks directly.

Hardening Always-On VPN Deployments

Clementz provides actionable hardening configurations for enterprise network administrators to close routing leakage paths and secure endpoints on untrusted public Wi-Fi.

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