Hello and thanks for your bug report. From the attached logs it seems that you have syntax errors in your sshd_config
sshd[1556]: /etc/ssh/sshd_config: line 124: Bad configuration option: Host sshd[1556]: /etc/ssh/sshd_config: line 125: Bad configuration option: ServerAliveInterval sshd[1556]: /etc/ssh/sshd_config: terminating, 2 bad configuration options If sshd was working before it may be that the service wasn't restarted after the breaking config change. The upgrade triggered a restart and thus the failure. I'm setting this bug report as Incomplete for now. Should you think that this is actually a bug in Ubuntu and not a local configuration issue please comment back providing you reasoning ans possibly a minimal sshd_config that reproduces the issue in a clean Ubuntu system. On the other hand should you find out this is actually a local configuration issue please set the status of this bug report to Invalid. Thanks! ** Changed in: openssh (Ubuntu) Status: New => Incomplete -- 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/1939857 Title: package openssh-server 1:7.6p1-4ubuntu0.5 failed to install/upgrade: installed openssh-server package post-installation script subprocess returned error exit status 1 Status in openssh package in Ubuntu: Incomplete Bug description: ¯\_(ツ)_/¯ ProblemType: Package DistroRelease: Ubuntu 18.04 Package: openssh-server 1:7.6p1-4ubuntu0.5 ProcVersionSignature: Ubuntu 4.15.0-147.151-generic 4.15.18 Uname: Linux 4.15.0-147-generic x86_64 NonfreeKernelModules: nvidia_modeset nvidia ApportVersion: 2.20.9-0ubuntu7.24 Architecture: amd64 Date: Fri Aug 13 08:12:44 2021 ErrorMessage: installed openssh-server package post-installation script subprocess returned error exit status 1 InstallationDate: Installed on 2014-05-30 (2631 days ago) InstallationMedia: Ubuntu 14.04 LTS "Trusty Tahr" - Release amd64 (20140417) Python3Details: /usr/bin/python3.6, Python 3.6.9, python3-minimal, 3.6.7-1~18.04 PythonDetails: /usr/bin/python2.7, Python 2.7.17, python-minimal, 2.7.15~rc1-1 RelatedPackageVersions: dpkg 1.19.0.5ubuntu2.3 apt 1.6.14 SourcePackage: openssh Title: package openssh-server 1:7.6p1-4ubuntu0.5 failed to install/upgrade: installed openssh-server package post-installation script subprocess returned error exit status 1 UpgradeStatus: Upgraded to bionic on 2019-01-28 (927 days ago) To manage notifications about this bug go to: https://bugs.launchpad.net/ubuntu/+source/openssh/+bug/1939857/+subscriptions -- Mailing list: https://launchpad.net/~touch-packages Post to : touch-packages@lists.launchpad.net Unsubscribe : https://launchpad.net/~touch-packages More help : https://help.launchpad.net/ListHelp