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

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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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