Hi,
I took a fresh system and it had openssh-server installed right away (as it is 
part of all the base images).
/var/run/sshd was at 0755 root:root already

I was wondering if the package install would kill the permission/ownership, so 
I did
  $ apt install --reinstall openssh-server
But things stayed fine.

Ok, then I purged the package and removed the path to then install it from 
scratch.
  $ apt remove --purge openssh-server
  $ rmdir /var/run/sshd
# ensured that /var/run/sshd really doesn't exist anymore
  $ apt install  openssh-server

The path is back and permissions are ok.

I can't find how you got into this situation :-/
I'm puzzled:
- from what to what do you upgrade trusty -> xenial or just a package version 
in xenial?
- do you have any idea where the bad permissions on /var/run/sshd might come in 
your case?
- if you follow my second example of purge, rmdir, install does the path get 
created correctly on your system?

** Changed in: openssh (Ubuntu)
       Status: New => Incomplete

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https://bugs.launchpad.net/bugs/1814124

Title:
  sshd does not start after update

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