Squid3 with SSL-Man-In-the-Middle-Filtering not working

  • I am using pfSense 2.2.4-RELEASE (amd64) with  Squid3 ver. and squidGuard ver. 1.9.15.

    But when i enable SSL Man in the middle filtering, squid service  is stopped and does not work.

    Please suggest.

    Thanks in advance.

  • Banned

    Considering I did go through the hops of putting a descriptive log_error() message just about on every damned step that happens on Squid reconfiguration that's shown in System Logs - General, I find the immense amount of information posted here absolutely amazing.

    Your suggestion can be found here.

  • I am getting the following in the system log:


    php-fpm[32201]: /rc.start_packages: The command '/usr/pbi/squid-amd64/sbin/squid -f /usr/pbi/squid-amd64/local/etc/squid/squid.conf' returned exit code '1', the output was '2015/10/17 15:28:30| FATAL: tproxy/intercept on https_port requires ssl-bump which is missing. FATAL: Bungled /usr/pbi/squid-amd64/local/etc/squid/squid.conf line 6: https_port intercept Squid Cache (Version 3.4.10): Terminated abnormally. CPU Usage: 0.016 seconds = 0.016 user + 0.000 sys Maximum Resident Size: 46528 KB Page faults with physical i/o: 0'


  • Banned

    Kindly make sure you select "localhost" your LAN(s) on the "SSL Intercept Interface(s)".

  • In SSL Intercept Interfaces, its LAN, WAN and Loopback options. I selected Loopback but still does not work.

  • You have to select lan.

  • My suggestion is uninstall the package and download it again (latest version of squid)

  • Banned


    You have to select lan.

    Thanks, fixed above…

    @OP: The interfaces MUST match. You have some wild mixture of Proxy Interface(s) vs. Transparent Proxy Interface(s) vs. SSL Intercept Interface(s). Make sure the thing match each other.

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