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MITM the MITM

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Hey all,

I currently have the following network topology, it's emulating a real world environment. The proxy is running ssl_bump.

LAN <-> Squid Proxy <-> Firewall <-> Internet

From the Firewalls perspective all client connections are originating as the proxy server. We're wanting to use the https inspect feature of the firewall, but according to our firewall documentation it appears due to the location of our proxy servers we would be unable to do so.

My question is, if the proxy is behaving as a MITM between itself and the client, can't the Firewall do the same thing between itself and the proxy? I suspect it is possible, but might potentially involve a lot of headaches and a big hit on performance?

Any insight into this would be greatly appreciated.

Thank you,

Will





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