More discussion threads regarding this issue.

This is an old one from 16.04 before ssh socket activation.

https://askubuntu.com/questions/1110828/ssh-failed-to-start-missing-
privilege-separation-directory-var-run-sshd

Another older report from 5-years ago from 16.04.05 again.
https://askubuntu.com/questions/1109934/ssh-server-stops-working-after-reboot-caused-by-missing-var-run-sshd/1110843#1110843


Below is an older report from 16.04.05 that probably resulted in the creation 
of /run/sshd/ by systemd-tmpfiles-setup.service

https://bugs.launchpad.net/ubuntu/+source/systemd/+bug/1811580


An even older bug regarding the same issue.
https://bugs.launchpad.net/ubuntu/+source/openssh/+bug/45234


Again it shows up.
https://serverfault.com/questions/941855/why-am-i-missing-var-run-sshd-after-every-boot

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https://bugs.launchpad.net/bugs/2055806

Title:
  sshd.service ssh.socket systemd-tmpfiles-setup:Before= - Missing
  privilege separation directory: /run/sshd

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