Since you said "If the client is participating in the TLS handshake it
*always* requires 
the CA to be installed.", then I guess what I want to do is not possible.

Can I make Squid send the requests received from the client to the cache
peer? (so the cache peer would see the requests coming from the Squid server
and not from the client), I think if this is possible then it'd help in my
case.



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