This is still broken in 16.04 / Xenial.

I'm going to try using a root cronjob to catch and recover:

*/5 *  *   *   *     if [ $(ps -ef | grep /usr/sbin/sshd | grep -v grep
| wc -l) -eq 0 ]; then /usr/sbin/service ssh start; fi

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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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