This is still broken in 18.04 Server.  Setting the listen address fails
to load the SSHD daemon at boot time.  You have to have console access
and do a "service sshd restart" to fix.

How is this bug still here???

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https://bugs.launchpad.net/bugs/216847

Title:
  sshd will not start at boot if ListenAddress is set, because network
  interface is not yet up

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