I installed version 16LTS recently and just upgraded the box to 18LTS and both display the error.
I have 2 NICs (Private / Public) with an sshd config file set to only listen to the private side. It appears sshd attempt to start after the Public NIC is up, but before the private NIC is available. The Private NIC becomes available several seconds after sshd is initiated according to journalctl. -- You received this bug notification because you are a member of Ubuntu Bugs, which is subscribed to Ubuntu. https://bugs.launchpad.net/bugs/1549473 Title: ssh will not start at boot: systemctl status ssh -> output is listed as failed 255. To manage notifications about this bug go to: https://bugs.launchpad.net/openssh/+bug/1549473/+subscriptions -- ubuntu-bugs mailing list ubuntu-bugs@lists.ubuntu.com https://lists.ubuntu.com/mailman/listinfo/ubuntu-bugs