Since upgrading IPFire to 2.29 and Core 200 our OpenVPN has decided to enter a loop anytime someone attempts to connect with it,
[ Thu Mar 5 08:29:37 2026 SENT CONTROL [hostname]: ‘PUSH_REQUEST’ (status=1) ]
eventually it will time out but we are not sure what can be done to fix this as if yet, if anyone has any ideas on what we can do it would greatly appreciated. More details available upon request
mistake on my part hadn’t switched back to external network before doing that test but even when i am using the external i am getting the same error in the server log
I would suggest just creating a new connection with a different name so that both can exist and they can each be individually installed and tested as well as comparing the tls contents for the two sets of clients compared to the server as you have suggested.
with the new client, the TSL Auth key is the same as the serveryet still returning;
2026-03-05 14:33:54 TCP/UDP: Preserving recently used remote address: [AF_INET]92.207.232.102:1194
2026-03-05 14:33:54 UDP link local: (not bound)
2026-03-05 14:33:54 UDP link remote: [AF_INET]92.207.232.102:1194
2026-03-05 14:34:54 TLS Error: TLS key negotiation failed to occur within 60 seconds (check your network connectivity)
2026-03-05 14:34:54 TLS Error: TLS handshake failed
2026-03-05 14:34:54 SIGUSR1[soft,tls-error] received, process restarting
The FQDN is a particular IP and the Dyncamic client subnet is a set range which we have specified, i should also re note we had no issues until the update to IPFire
The question I have is what is different between your setup and my 5 connections as all of them work for me with CU200 and if the issue is related to the CU then there has to be some additional differences that are causing your system to not work.
However with your new connection configuration the error message
means that your client was unable to make any connection to your IPFire server. It timed out.
Here is the info from the OpenVPN site on what can cause that message
As long as the OpenVPN server is enabled and running on your IPFire system, then the first three suggestions will not apply as the required firewall rules are automatically created by the IPFire code when the OpenVPN server is enabled and running.
This needs to be solved before looking further at your original TLS HMAC authentication failure.