I was able to fix this by stopping `ssh.service` and `ssh.socket`. After
that the upgrade worked (by `apt upgrade`).

You should be able to stop both of those while still being connected (I
tested this afterwards to be sure) since sshd seems to fork a new
process that handles the connection. If you don't dare test this then I
suggest running an ssh server on the side (`sudo sshd -f <sshd_config>
-h /etc/ssh/ssh_host_rsa_key -D` - sshd_config should be a new config
where you at least change the listen port)

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You received this bug notification because you are a member of Ubuntu
Touch seeded packages, which is subscribed to openssh in Ubuntu.
https://bugs.launchpad.net/bugs/2078461

Title:
  package openssh-server 1:9.6p1-3ubuntu13.5 failed to install/upgrade:
  installed openssh-server package post-installation script subprocess
  returned error exit status 1

Status in openssh package in Ubuntu:
  Confirmed

Bug description:
  Bug happened when upgrading ubutnu lts 22.04 to 24.04 - i picked to
  rewrite sshd config from mainatiner s version

  ProblemType: Package
  DistroRelease: Ubuntu 24.04
  Package: openssh-server 1:9.6p1-3ubuntu13.5
  ProcVersionSignature: Ubuntu 5.15.0-119.129-generic 5.15.160
  Uname: Linux 5.15.0-119-generic x86_64
  ApportVersion: 2.28.1-0ubuntu3.1
  Architecture: amd64
  CasperMD5CheckResult: unknown
  CloudArchitecture: x86_64
  CloudID: nocloud
  CloudName: unknown
  CloudPlatform: nocloud
  CloudSubPlatform: config-disk (/dev/sr0)
  Date: Fri Aug 30 14:53:22 2024
  ErrorMessage: installed openssh-server package post-installation script 
subprocess returned error exit status 1
  InstallationDate: Installed on 2021-02-09 (1298 days ago)
  InstallationMedia: Ubuntu-Server 18.04.5 LTS "Bionic Beaver" - Release amd64 
(20200806.1)
  Python3Details: /usr/bin/python3.12, Python 3.12.3, python3-minimal, 
3.12.3-0ubuntu2
  PythonDetails: N/A
  RebootRequiredPkgs: Error: path contained symlinks.
  RelatedPackageVersions:
   dpkg 1.22.6ubuntu6.1
   apt  2.7.14build2
  SSHDConfig: Error: command ['/usr/sbin/sshd', '-T'] failed with exit code 
255: Missing privilege separation directory: /run/sshd
  SourcePackage: openssh
  Title: package openssh-server 1:9.6p1-3ubuntu13.5 failed to install/upgrade: 
installed openssh-server package post-installation script subprocess returned 
error exit status 1
  UpgradeStatus: Upgraded to noble on 2024-08-30 (0 days ago)
  mtime.conffile..etc.init.d.apport: 2024-07-22T16:59:07

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