The following configuration changes have to be done when the Windows VPN server (Remote Access and Routing Service) is behind NAT (ie, server has a private IP). To make PPTP work: Allow tcp/1723 traffic to flow through the firewall to the RRAS server Add inspect pptp on the firewall To make L2TP/IPSec work on Windows clients: On the client device, open Registry Editor Navigate to HKEY_LOCAL_MACHINE\SYSTEM\CurrentControlSet\Services\PolicyAgent Add a DWORD (32-bit) key named AssumeUDPEncapsulationContextOnSendRule Set the value to 2, and base to Hexadecimal Restart the client PC (this is important). Done!
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