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    Bypass ssl-bump on squid3-dev

    Scheduled Pinned Locked Moved pfSense Packages
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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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                                • S
                                  siceff
                                  last edited by

                                  Hello again !
                                  You're right, it's not possible to exclude the Windows update by IP, that's too big… by the way, I've quite the same problem with teamviewer, which is working, but the event viewer is full of schannel error due to this inspection too. Maybe I could place a WSUS server, but as it's not a main site, it's a lot of trouble for a few PCs.

                                  As I understand, the other way is to have a proxy for some sites and no proxy for others based on wpad files. But can I do that when pfsense is my single Gateway/router/NAT of the whole network ? I cannot understand how. Or I have to turn to a non-transparent proxy, so I could proxify some site and exclude others based on proxy port...

                                  Could you explain me what do you think exactly ?

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                                  • D
                                    doktornotor Banned
                                    last edited by

                                    @siceff:

                                    As I understand, the other way is to have a proxy for some sites and no proxy for others based on wpad files. But can I do that when pfsense is my single Gateway/router/NAT of the whole network ? I cannot understand how.

                                    I don't understand how's this a problem? See this, e.g.: http://findproxyforurl.com/example-pac-file/

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                                    • marcellocM
                                      marcelloc
                                      last edited by

                                      @webstor:

                                      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 know it is for the site.

                                      the question is, in transparent mode, how could squid know without intercepting that connection from 192.168.1.1 to 64.54.10.10 is a request to microsoft windows update?

                                      Squid will only know the domain after interception, so acl will take no effect.

                                      Also there are some notes about fast and slow acls that not work on this or that squid option.

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

                                      Help a community developer! ;D

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