It seems like I can't add another Debian bug reference to this bug, but I found this one to be a very interesting read:
https://bugs.debian.org/cgi-bin/bugreport.cgi?bug=982950 In a nutshell, although the "After=network-online.target" change can be considered to be a workaround here, I find it quite unlikely that the Debian maintainer (and therefore Ubuntu) will accept a patch proposing to use this statement in openssh's systemd service file. You can find a rationale by Colin in the bug I mentioned above. In a way, I think this bug is similar to https://bugs.launchpad.net/ubuntu/+source/nfs-utils/+bug/1918141, and we still don't seem to have a good "silver bullet" for these cases... ** Bug watch added: Debian Bug tracker #982950 https://bugs.debian.org/cgi-bin/bugreport.cgi?bug=982950 -- You received this bug notification because you are a member of Ubuntu Bugs, which is subscribed to the bug report. https://bugs.launchpad.net/bugs/216847 Title: sshd will not start at boot if ListenAddress is set, because network interface is not yet up To manage notifications about this bug go to: https://bugs.launchpad.net/openssh/+bug/216847/+subscriptions -- ubuntu-bugs mailing list ubuntu-bugs@lists.ubuntu.com https://lists.ubuntu.com/mailman/listinfo/ubuntu-bugs