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    Bypass ssl-bump on squid3-dev

    Scheduled Pinned Locked Moved pfSense Packages
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    • marcellocM
      marcelloc
      last edited by

      @webstor:

      It is working with destionation ip's:
      as example: acl broken_ip dst 199.83.131.101

      Maybe related to transparent proxy. As squid does not know the dns/fqdn before interception.

      Treinamentos de Elite: http://sys-squad.com

      Help a community developer! ;D

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      • W
        webstor
        last edited by

        yes and no.

        He has to generate a certificate for the required domain when bumping server-side first, it is a wildcard generated for the correct domain and not the ip.

        I forgot to mention thatyou have to enable resolv dns4 first.

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        • S
          siceff
          last edited by

          Hello everyone !
          I'm looking for weeks about this issue too… and still have no answer. Here is my configuration : pfsense 2.2, squid3 v3.4.10_2 (pkg 0.2.6).
          If configure squid like that : proxy my whole LAN, resolv dns v4 first, transparent http proxy on all interface except WAN, bypass proxy for private addresses. About SSL Interception : enabled on all interface except on WAN with a self-signed certificat (which is included in trusted authority on all computer), adapt certificate "Not before" and I do not check the remote certificate (for test).

          Under 'Custom ACLS, before_auth, I try to avoid ssl_bumping for .microsoft.com (for testing purpose).
          The Squid service start normaly but when I access to https://www.microsoft.com, it's still be singned with my own CA, so the exception is not working.

          Could anyone help me to make this exception working ?

          PS: Microsoft KB about ssl exclusion for Windows update, which is my main problem actually : https://support.microsoft.com/kb/885819

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          • W
            webstor
            last edited by

            You could try to make an exception list based on ip's.

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            • D
              doktornotor Banned
              last edited by

              First of all you should not proxy these at all.

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              • W
                webstor
                last edited by

                He does not want to proxy them, but the problem is the bypass with fqdn's. (acl dstdomain isn't working as it should).

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                • D
                  doktornotor Banned
                  last edited by

                  You need to tell the client that they should not be proxied… Via proxy.pac plus GPO or whatever. Too late to mess with that once the traffic already hit the transparent proxy!

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                  • W
                    webstor
                    last edited by

                    Maybe his standardgateway is also the proxy and he does not have the option to use another gateway ?

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                    • S
                      siceff
                      last edited by

                      Thank you for taking time to solve my issue !
                      You're right, my pfsense is not only the proxy, but the router between vlans and my Gateway to internet, so I cannot tell the client to bypass squid.
                      I try to exclude the destination IP address  using :

                      acl ssl_bypass dst 104.66.167.176
                      ssl_bump none ssl_bypass
                      

                      And… that works !!! accessing https://www.microsoft.com stil signed by verisign :-) I'll check tomorrow to exclude all Windows update IPs. Thanks for your help. I'll come back tomorrow  8)

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                      • D
                        doktornotor Banned
                        last edited by

                        @siceff:

                        You're right, my pfsense is not only the proxy, but the router between vlans and my Gateway to internet, so I cannot tell the client to bypass squid.

                        Eeeeh? How many proxies are you running and where?

                        P.S. This MS stuff is a huge CDN, whitelisting individual IPs is just a total no go.

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                        • W
                          webstor
                          last edited by

                          Microsoft Windows Update is using only one ip? Cannot believe that.

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                          • W
                            webstor
                            last edited by

                            For the moment it is the best solution. Of course it would be better, but the acl dstdomain isn't working as it should.

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                            • D
                              doktornotor Banned
                              last edited by

                              What solution? Cannot see any solution here - acl ssl_bypass dst with a single IP is nonsense and not a solution.

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                              • W
                                webstor
                                last edited by

                                Then brinng up a solution depending in that Problem. ACL dstdomain wont work with SSL bump with hosts with multiple IP adresses.

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                                • D
                                  doktornotor Banned
                                  last edited by

                                  Already brought up a solution. Traffic to these domains should not hit a proxy at all. No other input until this gets answered.

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                                  • W
                                    webstor
                                    last edited by

                                    Thats not a solution.

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                                    • D
                                      doktornotor Banned
                                      last edited by

                                      @webstor:

                                      Thats not a solution.

                                      What's not a solution? You do not MITM OS updates. Period.

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                                      • W
                                        webstor
                                        last edited by

                                        Try it yourself. Maybe you should understand SSL bumping first.

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                                        • D
                                          doktornotor Banned
                                          last edited by

                                          Why on earth should I try something known to NOT work by design? Stop directing your Windows Update traffic to the transparent SSL proxy. If you want to serve updates locally, use WSUS server or some of the other enterprise solutions intended for that purpose.

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                                          • W
                                            webstor
                                            last edited by

                                            As mentioned before, not a solution.  ;D

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