Netgate Discussion Forum
    • Categories
    • Recent
    • Tags
    • Popular
    • Users
    • Search
    • Register
    • Login

    cisco anyconnect connection issue with openvpn client connection

    Scheduled Pinned Locked Moved OpenVPN
    9 Posts 3 Posters 905 Views
    Loading More Posts
    • Oldest to Newest
    • Newest to Oldest
    • Most Votes
    Reply
    • Reply as topic
    Log in to reply
    This topic has been deleted. Only users with topic management privileges can see it.
    • A
      alfromindiana
      last edited by

      Hi! I'm running into an issue where a osx client on the LAN network can't connect to a VPN server using Cisco Anyconnect only AFTER the pfsense (2.4.5) FW has connected to a AirVPN server. The OSX LAN client can access the internet fine after the pfsense FW has established a AirVPN connection but for some reason the Cisco Anyconnect vpn isn't working on the osx client.

      This setup worked fine on a ASUS wifi router setup until we stepped it up to using Pfsense.

      1 Reply Last reply Reply Quote 0
      • V
        viragomann
        last edited by

        Propably you route the Anyconnect VPN over the OpenVPN or the DNS requests and the hostname cannot be resolved.

        1 Reply Last reply Reply Quote 0
        • A
          alfromindiana
          last edited by

          "Propably you route the Anyconnect VPN over the OpenVPN "
          Thats what I want to do to mask my ip address

          1 Reply Last reply Reply Quote 0
          • V
            viragomann
            last edited by

            But possibly that VPN IP is blocked on the Cisco VPN server.
            VPN service providers for instance are blocked on some web services.

            1 Reply Last reply Reply Quote 0
            • johnpozJ
              johnpoz LAYER 8 Global Moderator
              last edited by

              Cisco anyconnect - would normally be your work place.. I can not think of another service that would be using that?

              So you want to hide your IP from your work place??

              Never a good idea to tunnel inside a tunnel from a performance standpoint...

              Users love to shoot themselves in the foot doing crazy shit - that is for sure..

              An intelligent man is sometimes forced to be drunk to spend time with his fools
              If you get confused: Listen to the Music Play
              Please don't Chat/PM me for help, unless mod related
              SG-4860 24.11 | Lab VMs 2.7.2, 24.11

              1 Reply Last reply Reply Quote 0
              • A
                alfromindiana
                last edited by

                Im using the same airvpn server. The performance is fine...it worked previously on a ASUS router that why I'm curious as to why its wrking on pfsense

                1 Reply Last reply Reply Quote 0
                • johnpozJ
                  johnpoz LAYER 8 Global Moderator
                  last edited by

                  And what is your anyconnect server using? Ipsec or DTLS?

                  As to performance being fine - doesn't mean its not taking a hit, not causing extra retrans, etc. etc. Didn't say it wouldn't work - but seems utterly pointless to hide your IP from your work place.. Unless your workplace thinks your working from home, and you want to work from elsewhere ;)

                  Going through a vpn connection would for sure mean a different nat if not a double nat. With dtls you would have 2 different tunnels one being tls, and the other being over 443 via UDP, etc.

                  An intelligent man is sometimes forced to be drunk to spend time with his fools
                  If you get confused: Listen to the Music Play
                  Please don't Chat/PM me for help, unless mod related
                  SG-4860 24.11 | Lab VMs 2.7.2, 24.11

                  1 Reply Last reply Reply Quote 0
                  • A
                    alfromindiana
                    last edited by

                    I never said it was to hide my IP from workplace :)
                    I think its using ipsec

                    1 Reply Last reply Reply Quote 0
                    • johnpozJ
                      johnpoz LAYER 8 Global Moderator
                      last edited by johnpoz

                      What is the point of running an encrypted tunnel through another encrypted tunnel - if you don't care about hiding the source IP from the destination IP.

                      Not like your ISP can see what your sending down the vpn..

                      Your shooting yourself in the foot for why??

                      An intelligent man is sometimes forced to be drunk to spend time with his fools
                      If you get confused: Listen to the Music Play
                      Please don't Chat/PM me for help, unless mod related
                      SG-4860 24.11 | Lab VMs 2.7.2, 24.11

                      1 Reply Last reply Reply Quote 0
                      • First post
                        Last post
                      Copyright 2025 Rubicon Communications LLC (Netgate). All rights reserved.