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    Cant get OpenVPN to work

    Scheduled Pinned Locked Moved OpenVPN
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    • V
      viragomann
      last edited by

      Ensure that the WAN2 is reachable from your clients.
      Check the OVPN Log at pfSense to see if the client can reach the server. Status > System Logs > OpenVPN.

      For troubleshooting, it could be useful to add a test user without privileges and certificate and switch the OVPN server mode to "user auth" to prevent certificate failures. Depending on the client, the failure massage "TLS timeout" can be the same for both cases, when server is unreachable and bad / wrong certificate is used.

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      • johnpozJ
        johnpoz LAYER 8 Global Moderator
        last edited by

        Yeah where exactly are your clients?  So your on a double nat, you mention pfsense being in dmz?  What is the network pfsense is getting on the wan?  And how is the client suppose to talk to pfsense via IP or is it resolving some name.. Does that name resolve on the client to the correct ip?

        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 2.8, 24.11

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        • A
          assaf
          last edited by

          First of all, thanks alot for taking the time and trying to help me, im sorry guys for this missing info, first post here and as i mentioned new to pFsense.
          im working with password authentication.
          i managed several times to login with the openvpn but when i am logged in i can go to http://10.0.0.138 and enter pfsense.
          besides that , i have no internet , i was able to go to http://10.0.0.9 which is the web interface of the NAS.
          i read about this issue and everywhere it says that i need to add outbound nat, when i do so, my entire network lose internet connection ( LAN ONLY )
          pfsense on WAN2 is on the DMZ so all ports will be forwarded to it , and then i can control everything from the pfsense.
          i tried the same just for a check with pptp , i am able to login to the pptp vpn but no internet connection.

          now im not really sure what i did, but i am unable to connect to OpenVPN ( i get timeout after waiting for server to respond )

          about resolve issues, ive used ips all along so it wont be an issue.

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          • A
            assaf
            last edited by

            Not sure if its relevant but:
            when i tried using openvpn with encryption algorithm: AES-256-CBC-HMAC-SHA1(256bit)
            i got an error in my openvpn client (tunnelblick) on my macbook saying: "cipgher algorithn 'aes-256-cbc-hmac-sha1' not found (OpenSSL)
            and when i look in pfsense openvpn log i see that it contacted the openvpn untill i got "SIGTERM[hard]received process exiting"
            which im assuming is when the client tried to use the aes-256-cbc-hmac-sha1 and got an error"

            i googled and couldnt find anything usefull so i changed the encrpytion on the openvpn server to AES-256-CBC(256-BIT)

            now my vpn client says: "established communications with openvpn"
            and several lines below it says:
            udpv5 link remote 192.168.3.3:1194 ( which is the WAN2 DHCP address from the ADSL router)
            below it says: "TLS key negotitaion failed to occur within 60 seconds)
            no log presented in the pfsense openvpn log.

            do i need to open any other rule to allow TLS negotiation ?
            any idea what im doing wrong ?

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            • johnpozJ
              johnpoz LAYER 8 Global Moderator
              last edited by

              "192.168.3.3:1194"

              How could you possible ever expect to connect to a rfc1918 address from the public internet?

              PM me your config please..  Why would you not just run the wizard to setup openvpn - click click done!!  It creates the firewall rules for you - and you sure and the hell do not need to create any outbound nats by hand.  Did you turn off automatic nat?

              pfsense out of the box is click click and you have a openpvn server.  So unless you have gone in and like turned off automatic nat, did not let it create your firewalls you should have had no issues other than your behind a double nat??  Or you put in the wrong tunnel network or remote networks, 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 2.8, 24.11

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              • A
                assaf
                last edited by

                Hi Johnpoz, Thanks for your reply.
                I did created the openvpn with the wizard, my WAN interface is 192.168.3.3 which is the DMZ of the ADSL router.
                i did had to change on the client to use the external ip of the DSL connection.

                i found that if the openvpn server encryption algorithm to "none (no encryption) i am able to connect.
                at the moment im going one by one to see which algorithm will work.

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                • johnpozJ
                  johnpoz LAYER 8 Global Moderator
                  last edited by

                  They should all work…  So you setup the certs when you ran through the wizard..

                  So seems you have a client issues - your mac, did you install the viscosity client? https://www.sparklabs.com/viscosity/

                  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 2.8, 24.11

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                  • A
                    assaf
                    last edited by

                    nope, i am using TunnelBlick which is free, well, it was weird but i called my DSL provider to ask him if i use DMZ if there is any chance that their router is still taking some ports or blocking stuff.
                    he told me to disable "SIP ALG" and everything works :)
                    weirdest thing i have ever came across.

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                    • johnpozJ
                      johnpoz LAYER 8 Global Moderator
                      last edited by

                      But your not using the sip port are you.. Application gateways can rewrite packets, etc.. But shouldn't mess with the openvpn traffic..  Curious test would be to turn that back on and use tcp vs udp for your vpn connection.

                      I normally run openvpn on tcp 443 as well as the default udp 1194 since many places block that.. But its normal safe bet that 443 is open if there is internet access at all.

                      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 2.8, 24.11

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                      • A
                        assaf
                        last edited by

                        i thoguht about that at the beginning but since im using nat for both 80 and 443 for my development box i cant test the OpenVPN on it.
                        i turned the SIP ALG back on , but for some reason it is still working.

                        honestly , im clueless, as long as it works, im an happy man.

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