For anyone that's interested ---

I added the following to root's crontab:
   @reboot sleep 120 && /bin/systemctl restart sshd

That works for me to get sshd up AND listening

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  ssh will not start at boot:  systemctl status ssh -> output is listed
  as failed 255.

Status in portable OpenSSH:
Status in openssh package in Ubuntu:
Status in openssh package in Debian:

Bug description:
  Using apt I have reinstalled and purged both ssh and openssh-server. 
  apt-get remove --purge ssh openssh-server
  and on boot the ctl status is failed 255

  After much forum research and attempts to default solutions, the final word 
was that reinstall usually fixes this issue. 
  With the issue usually stemming from ssh service trying to start before 
network services are available.

  Currently I have no logs available with 
  journalctl -u sshd | tail -100

  I can provide info pertaining to this on request.

  ProblemType: Bug
  DistroRelease: Ubuntu 15.10
  Package: ssh 1:6.9p1-2ubuntu0.1
  ProcVersionSignature: Ubuntu 4.2.0-30.35-generic 4.2.8-ckt3
  Uname: Linux 4.2.0-30-generic x86_64
  ApportVersion: 2.19.1-0ubuntu5
  Architecture: amd64
  CurrentDesktop: LXDE
  Date: Wed Feb 24 14:27:55 2016
  InstallationDate: Installed on 2016-02-09 (15 days ago)
  InstallationMedia: Lubuntu 15.10 "Wily Werewolf" - Release amd64 (20151021)
  PackageArchitecture: all
  SourcePackage: openssh
  UpgradeStatus: No upgrade log present (probably fresh install)

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