Vpn client on pfsense and squid proxy.
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Good day!
Could someone explain, if lets say wanna use web catching with transparent proxy and SSL man in the middle filtering for HTTPS. VPN client installed on pfesense and all LAN traffic going over VPN client on pfsense. How will route , squid over VPN or VPN over squid for outbound traffic. Is this will even catching web traffic in both ways HTTP and HTTPS traffic? or just will have additional headach?