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    Can Ping But Cannot Access Via HTTP or HTTPS

    Scheduled Pinned Locked Moved OpenVPN
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    • T
      trevordavis
      last edited by

      Hello ... I have a site to site VPN stood up pfsense on both sides using OpenVPN. I can ping from one side to another, no problems what-so-ever, but when I try to reach the site which is hosted on that IP, no luck. I do a packet capture and all traffic seems to be flowing properly, but just times out.

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      • M
        marvosa
        last edited by

        First, post the server1.conf and the client1.conf (both located here -> /var/etc/openvpn).

        Next, can you ping host to host over the tunnel... or just PFsense to PFsense? Also, please clarify what is happening here:

        when I try to reach the site which is hosted on that IP, no luck.

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        • T
          trevordavis
          last edited by

          I’ll post config files when I arrive home. But in regards to clarifying my other statement.

          I can ping from a client hanging off the pfsense across the vpn to another client hanging off the pfsense on the other end. But when I try to load the url from that IIS server it only loads the background color and no graphics.

          That same url not traversing the VPN works perfectly.

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          • T
            trevordavis @marvosa
            last edited by

            @marvosa

            here are the files ... also just to re-state my previous post ... I can ping from a client hanging off the pfsense across the vpn to another client hanging off the pfsense on the other end.

            But when I try to load the url from that IIS server it only loads the background color and no graphics.

            That same url not traversing the VPN works perfectly.

            pfsense-openvpn-client_side.txt pfsense-openvpn-server_side.txt

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            • M
              marvosa @trevordavis
              last edited by

              @trevordavis What is the LAN subnet at each end?

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              • T
                trevordavis
                last edited by

                192.168.74/24 - server
                10.74.2/24

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                • M
                  marvosa
                  last edited by

                  I see a couple of things, which may not be the main issue, but could certainly be contributing to it:

                  • Both sides are double NAT'd. Not ideal, but also not a big deal in and of itself as long as there's awareness of it and you have access to the edge device if an issue presents itself
                  • The server-side LAN is 192.168.74.0/24, but the client is routing 192.168.0.0/16 over the tunnel. This overlaps the server-side WAN subnet and is undoubtingly causing an issue of some kind since the server's WAN IP is 192.168.74.74. At a minimum, the client-side will need to modify the IPv4 Remote network(s) line to the correct server-side LAN subnet. Worst case, the server-side may need to assign a new LAN subnet if there's overlap somewhere and then adjust the config accordingly.
                  • The client-side WAN IP is 10.74.1.74, but the server-side is routing 10.74.1.0/24 over the tunnel which is the client-side WAN subnet. Why are we routing the client-side's WAN subnet over the tunnel here? This should probably be removed.

                  Other things to look at:

                  • Verify the IIS server is using PFsense as the default gateway
                  • Verify the client-side's DNS is resolving the hostname to the correct IP
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