[Bug 1957104] Re: updating openssh-server fails, because port 22 is in use by systemd

[Lucas Kanashiro]

I upgraded openssh-server in a Impish VM locally and I was not able to
reproduce the issue you described. Are you able to provide some detailed
steps on how to reproduce this bug? Could you check if you face the same
issue with Jammy (22.04)?

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Title:
  updating openssh-server fails, because port 22 is in use by systemd

Status in openssh package in Ubuntu:
  Incomplete

Bug description:
  openssh-server tries to restart itself, but openssh-server reports
  port 22 in use. This is true: systemd has taken port 22 to start sshd
  if one connects to port 22.

  two solutions:
  1. dont start sshd after installing.
     configure it without starting it afterwards.
  2. stop systemd listening on port 22
     before starting sshd, then start sshd,
     terminate it after configuring, then
     start systemd listening on port 22 again.

  Second problem:
  starting ssh.service does not check if "/run/sshd" exists. This directory has to be created before sshd is started. Unclear if this is an error with sshd not creating this directory before dropping privileges or if this has to be done once while installing. IMHO the first is the case.

  
  Workaround:
  systemctl stop ssh.service
  systemctl disable ssh.service
  apt upgrade
  systemctl enable ssh.service
  killall sshd
  mkdir /run/sshd
  systemctl start ssh.service

  ProblemType: Bug
  DistroRelease: Ubuntu 21.10
  Package: openssh-server 1:8.4p1-6ubuntu2.1
  ProcVersionSignature: Ubuntu 5.13.0-23.23-generic 5.13.19
  Uname: Linux 5.13.0-23-generic x86_64
  NonfreeKernelModules: zfs zunicode zavl icp zcommon znvpair
  ApportVersion: 2.20.11-0ubuntu71
  Architecture: amd64
  CasperMD5CheckResult: pass
  CurrentDesktop: XFCE
  Date: Tue Jan 11 19:11:47 2022
  InstallationDate: Installed on 2021-08-18 (146 days ago)
  InstallationMedia: Xubuntu 21.04 "Hirsute Hippo" - Release amd64 (20210420)
  SSHDConfig: Error: command ['pkexec', '/usr/sbin/sshd', '-T'] failed with exit code 255: Missing privilege separation directory: /run/sshd
  SourcePackage: openssh
  UpgradeStatus: No upgrade log present (probably fresh install)

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