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

    Error: TLS key negotiation failed

    Scheduled Pinned Locked Moved OpenVPN
    17 Posts 2 Posters 1.6k 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.
    • GertjanG
      Gertjan @vinceent
      last edited by

      On the server side you have :

      @vinceent said in Error: TLS key negotiation failed:

      Jul 2 12:51:36 openvpn 20529 .....:59685 TLS Error: TLS handshake failed
      Jul 2 12:51:36 openvpn 20529 ......:59685 TLS Error: TLS key negotiation failed to occur within 60 seconds (check your network connectivity)

      On the client side, you have :

      @vinceent said in Error: TLS key negotiation failed:

      Jun 30 14:32:12 openvpn 77371 WARNING: No server certificate verification method has been enabled.

      Or, when you want to use TLS/SSL this implies the usage of certificates.

      Your logs lines, both side, basically say : "no connection".

      @vinceent said in Error: TLS key negotiation failed:

      Jul 2 12:49:29 openvpn 20529 UDPv4 link local (bound): [AF_INET]127.0.0.1:44441

      Normally, the OpenVPN server listens on the WAN interface ...

      No "help me" PM's please. Use the forum, the community will thank you.
      Edit : and where are the logs ??

      V 1 Reply Last reply Reply Quote 0
      • V
        vinceent @Gertjan
        last edited by vinceent

        @gertjan
        This i see in server
        Jul 5 07:57:27 openvpn 23661 ip:14492 TLS Error: TLS handshake failed
        Jul 5 07:57:27 openvpn 23661 ip:14492 TLS Error: TLS key negotiation failed to occur within 60 seconds (check your network connectivity)

        Common Name
        UNDEF ip:39772

        GertjanG 1 Reply Last reply Reply Quote 0
        • GertjanG
          Gertjan @vinceent
          last edited by

          See this one : Configuring OpenVPN Remote Access in pfSense Software

          This is the one and only pfSense OpenVPN server setup guide.

          See also the 2 (3) older OpenVPN videos present on the Youtube Netgate channel : you'll be needing them afterwards.

          When set up, also test if your UDP port can be reached from the Internet :
          https://www.ipvoid.com/udp-port-scan/
          Enter your IP and the " Scan a custom port " which is 1194.

          You should get a

          18b4bd0f-50aa-41a5-83a2-0c904d87497e-image.png

          No "help me" PM's please. Use the forum, the community will thank you.
          Edit : and where are the logs ??

          V 2 Replies Last reply Reply Quote 0
          • V
            vinceent @Gertjan
            last edited by

            @gertjan i use port 44442
            And in firewall rules is added to allow !!!

            1 Reply Last reply Reply Quote 0
            • V
              vinceent @Gertjan
              last edited by

              @gertjan 44442 UDP Open|filtered unknown

              GertjanG 1 Reply Last reply Reply Quote 0
              • GertjanG
                Gertjan @vinceent
                last edited by

                @vinceent said in Error: TLS key negotiation failed:

                44442 UDP Open|filtered unknown

                Most probably ok.
                But I advise you use the set by set setup of an OpenVPN server using exactly the same settings a the example video.
                That will work.

                Only when you have a working setup, you can start changing things.

                Btw :
                No "help me" PM's please. Use the forum.

                means :
                No "help me" PM's please. Use the forum.

                No "help me" PM's please. Use the forum, the community will thank you.
                Edit : and where are the logs ??

                V 1 Reply Last reply Reply Quote 0
                • V
                  vinceent @Gertjan
                  last edited by vinceent

                  @gertjan
                  this is in server:
                  Jul 10:18:17 openvpn 23661 ip:14492 TLS Error: TLS handshake failed
                  Jul 10:18:17 openvpn 23661 ip:14492 TLS Error: TLS key negotiation failed to occur within 60 seconds (check your network connectivity)
                  Jul 5 10:11:17 openvpn 67094 Initialization Sequence Completed
                  Jul 5 10:11:17 openvpn 67094 UDPv4 link remote: [AF_UNSPEC]
                  Jul 5 10:11:17 openvpn 67094 UDPv4 link local (bound): [AF_INET]ip:44442
                  Jul 5 10:11:17 openvpn 67094 /usr/local/sbin/ovpn-linkup ovpns4 1500 1622 ip 255.255.255.0 init
                  Jul 5 10:11:17 openvpn 67094 /sbin/ifconfig ovpns4 ip ip mtu 1500 netmask 255.255.255.0 up
                  Jul 5 10:11:17 openvpn 67094 TUN/TAP device /dev/tun4 opened
                  Jul 5 10:11:17 openvpn 67094 TUN/TAP device ovpns4 exists previously, keep at program end
                  Jul 5 10:11:17 openvpn 67094 WARNING: experimental option --capath /var/etc/openvpn/server4/ca
                  Jul 5 10:11:17 openvpn 67094 Initializing OpenSSL support for engine 'devcrypto'
                  Jul 5 10:11:17 openvpn 67094 NOTE: the current --script-security setting may allow this configuration to call user-defined scripts
                  Jul 5 10:11:17 openvpn 67050 library versions: OpenSSL 1.1.1k-freebsd 25 Mar 2021, LZO 2.10
                  Jul 5 10:11:17 openvpn 67050 OpenVPN 2.5.1 amd64-portbld-freebsd12.2 [SSL (OpenSSL)] [LZO] [LZ4] [MH/RECVDA] [AEAD] built on Apr 5 2021
                  Jul 5 10:11:17 openvpn 67050 WARNING: Compression for receiving enabled. Compression has been used in the past to break encryption. Sent packets are not compressed unless "allow-compression yes" is also set.


                  This is in client

                  Jul 5 10:13:38 openvpn 33001 UDPv4 link remote: [AF_INET]ip:44442
                  Jul 5 10:13:38 openvpn 33001 UDPv4 link local (bound): [AF_INET]ip:0
                  Jul 5 10:13:38 openvpn 33001 TCP/UDP: Preserving recently used remote address: [AF_INET]ip:44442
                  Jul 5 10:13:38 openvpn 33001 NOTE: the current --script-security setting may allow this configuration to call user-defined scripts
                  Jul 5 10:13:38 openvpn 33001 WARNING: No server certificate verification method has been enabled.
                  Jul 5 10:13:33 openvpn 33001 SIGUSR1[soft,ping-restart] received, process restarting
                  Jul 5 10:13:33 openvpn 33001 [UNDEF] Inactivity timeout (--ping-restart), restarting
                  Jul 5 10:12:33 openvpn 33001 UDPv4 link remote: [AF_INET]ip:44442
                  Jul 5 10:12:33 openvpn 33001 UDPv4 link local (bound): [AF_INET]ip:0
                  Jul 5 10:12:33 openvpn 33001 TCP/UDP: Preserving recently used remote address: [AF_INET]ip:44442
                  Jul 5 10:12:33 openvpn 33001 NOTE: the current --script-security setting may allow this configuration to call user-defined scripts
                  Jul 5 10:12:33 openvpn 33001 WARNING: No server certificate verification method has been enabled.

                  down (pending) (pending)
                  and after past a few minutes
                  VL/MT UDP4 reconnecting; ping-restart Mon Jul 5 10:26:59 2021 (pending) (pending)

                  GertjanG 1 Reply Last reply Reply Quote 0
                  • GertjanG
                    Gertjan @vinceent
                    last edited by

                    The server looks fine.
                    Go for '

                    @vinceent said in Error: TLS key negotiation failed:

                    Jul 5 10:11:17 openvpn 67050 WARNING: Compression for receiving enabled. Compression has been used in the past to break encryption. Sent packets are not compressed unless "allow-compression yes" is also set.

                    Use :

                    192522c5-921f-4e74-aaa5-e44dde9c00f1-image.png

                    and make sure the config on the client side is using the same setting(s).

                    This is what the client side says :

                    WARNING: No server certificate verification method has been enabled.

                    so compare cert info in the config file of the client.
                    It should correspond with the server side.

                    Example : If the server needs a "certificate verification method" and the client has no (or wrong certs) then it will fail.

                    Check and compare the config files on both side.
                    The server config "opvn" file is here : /var/etc/openvpn/server4/

                    No "help me" PM's please. Use the forum, the community will thank you.
                    Edit : and where are the logs ??

                    V 1 Reply Last reply Reply Quote 0
                    • V
                      vinceent @Gertjan
                      last edited by

                      @gertjan
                      Existing Certificate Authority > Certificate data ? in server and in client need to be same ?

                      V 1 Reply Last reply Reply Quote 0
                      • V
                        vinceent @vinceent
                        last edited by

                        @vinceent server.jpg client.jpg

                        V GertjanG 2 Replies Last reply Reply Quote 0
                        • V
                          vinceent @vinceent
                          last edited by

                          @vinceent
                          Alaways recived this:

                          UNDEF and
                          Jul 5 11:47:14 openvpn 99092 ip:34508 TLS Error: TLS handshake failed
                          Jul 5 11:47:14 openvpn 99092 ip:34508 TLS Error: TLS key negotiation failed to occur within 60 seconds (check your network connectivity)

                          1 Reply Last reply Reply Quote 0
                          • GertjanG
                            Gertjan @vinceent
                            last edited by Gertjan

                            What should I do with your images ?

                            You want to see mine ?
                            ( if that might help, ok, why not : )

                            fcd1e5e0-8ba2-450b-9236-8df6bcb47ee2-image.png

                            With this "CA openvpn" (I invented this name) I made several certificates :

                            One for the OpenVPN server :

                            *527c1aa9-16c4-4fc0-a2e7-2871deff46ac-image.png

                            This certificate is used by the OpenVPN server.

                            And several for the OpenVPN clients certificates, like :

                            4c0353c0-cda7-4453-86a2-7bbfabb0e3c9-image.png

                            based upon the "CA openvpn".

                            Again, I advise you to use the Netgate OpenVPN video. Just copy step by step.

                            No "help me" PM's please. Use the forum, the community will thank you.
                            Edit : and where are the logs ??

                            V 1 Reply Last reply Reply Quote 0
                            • V
                              vinceent @Gertjan
                              last edited by

                              @gertjan said in Error: TLS key negotiation failed:

                              Netgate OpenVPN

                              can to give me please one link to see !!!
                              i use PEER TO PEER SSL/TLS !!!
                              tNX VERY MUCH FOR YOUR HELP

                              GertjanG 1 Reply Last reply Reply Quote 0
                              • GertjanG
                                Gertjan @vinceent
                                last edited by Gertjan

                                It's a video, so install Youtube.

                                Then go to the Netgate channel.
                                You'll find many OpenVPN video's.
                                Like this one : Configuring OpenVPN Remote Access in pfSense Software

                                edit : the video hidden, look :

                                5b4bce8e-95a0-4636-a4d6-55f2c4da1534-image.png

                                It's on the first link proposed !!!!!!

                                No "help me" PM's please. Use the forum, the community will thank you.
                                Edit : and where are the logs ??

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