Thank you for providing further info, Marcus. This is exactly what we needed in order to continue the investigation.
The following line from the Jammy log file caught my attention: Apr 13 00:50:01 slim nm-openvpn[3337388]: OpenSSL: error:0A00018E:SSL routines::ca md too weak This is the reason OpenVPN is failing to connect. This error happens because OpenSSL 3.0 (which is the default OpenSSL version in Jammy) now rejects certificates generated with legacy cryptographic algorithms, which seems to be what you have there. See: https://wiki.openssl.org/index.php/OpenSSL_3.0#Legacy_Algorithms The recommended fix for this issue is to regenerate your certificates using stronger ciphers. There are other workarounds available, but they are unsafe and IMHO shouldn't be used in production. I am leaving a few links here that contain interesting discussions about this error: https://www.snbforums.com/threads/default-openvpn-server-no-longer-works-with-openssl-3.75192/ https://github.com/openssl/openssl/issues/16650 https://forums.openvpn.net/viewtopic.php?t=23979 (old, but seems to be still applicable) Having said all that, it looks very much like this is a local configuration issue rather than a bug in the package, so I am marking the bug as Incomplete again. If you still believe this is a problem with the openvpn, please mark this bug as New and provide a rationale for us. Thanks. ** Bug watch added: github.com/openssl/openssl/issues #16650 https://github.com/openssl/openssl/issues/16650 ** Changed in: openvpn (Ubuntu) Status: New => Incomplete -- You received this bug notification because you are a member of Ubuntu Bugs, which is subscribed to Ubuntu. https://bugs.launchpad.net/bugs/1968629 Title: OpenVPN fails to start/connect To manage notifications about this bug go to: https://bugs.launchpad.net/ubuntu/+source/openvpn/+bug/1968629/+subscriptions -- ubuntu-bugs mailing list ubuntu-bugs@lists.ubuntu.com https://lists.ubuntu.com/mailman/listinfo/ubuntu-bugs