Hi Angel,
Thank you for your report.

>From your log:

 Error: command ['/usr/sbin/sshd', '-T'] failed with exit code 255: 
/etc/ssh/sshd_config line 13: Deprecated option UsePrivilegeSeparation
 /etc/ssh/sshd_config line 16: Deprecated option KeyRegenerationInterval
 /etc/ssh/sshd_config line 17: Deprecated option ServerKeyBits
 /etc/ssh/sshd_config line 30: Bad SSH2 mac spec 
'hmac-sha2-512-...@openssh.com,hmac-sha2-256-...@openssh.com,hmac-ripemd160-...@openssh.com,umac-128-...@openssh.com,hmac-sha2-512,hmac-sha2-256,hmac-ripemd160,umac-...@openssh.com'.

That is a local misconfiguration that breaks the service.
You'd need to resolve that to be able to start the service, but also to 
upgrade/install the package.

This looks like a local configuration problem, rather than a bug in
Ubuntu.

You can find pointers to get help for this sort of problem here:
http://www.ubuntu.com/support/community

Since we use this bug tracker to track bugs in Ubuntu, rather than
configuration problems, I'm marking this bug as Invalid. This helps us
to focus on fixing bugs in Ubuntu.

If you believe that this is really a bug, then you may find it helpful
to read "How to report bugs effectively"
http://www.chiark.greenend.org.uk/~sgtatham/bugs.html. We'd be grateful
if you would then provide a more complete description of the problem,
explain why you believe this is a bug in Ubuntu rather than a problem
specific to your system, and then change the bug status back to New.

** 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/1807437

Title:
  package openssh-server 1:7.6p1-4ubuntu0.1 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:
  On startuo I got an error message,three consecutive times now, saying
  system failed to load package. Weirdly, another message appears saying
  my software is up to date. When I 'x' it. I'm left with the option of
  reporting the bug failure, which I'm doing now.

  ProblemType: Package
  DistroRelease: Ubuntu 18.04
  Package: openssh-server 1:7.6p1-4ubuntu0.1
  ProcVersionSignature: Ubuntu 4.15.0-42.45-generic 4.15.18
  Uname: Linux 4.15.0-42-generic x86_64
  ApportVersion: 2.20.9-0ubuntu7.5
  AptOrdering:
   usbmuxd:amd64: Install
   NULL: ConfigurePending
  Architecture: amd64
  Date: Fri Dec  7 19:01:57 2018
  ErrorMessage: installed openssh-server package post-installation script 
subprocess returned error exit status 1
  InstallationDate: Installed on 2016-07-29 (861 days ago)
  InstallationMedia: Ubuntu 16.04.1 LTS "Xenial Xerus" - Release amd64 
(20160719)
  Python3Details: /usr/bin/python3.6, Python 3.6.7, python3-minimal, 
3.6.7-1~18.04
  PythonDetails: /usr/bin/python2.7, Python 2.7.15rc1, python-minimal, 
2.7.15~rc1-1
  RelatedPackageVersions:
   dpkg 1.19.0.5ubuntu2.1
   apt  1.6.6
  SSHDConfig:
   Error: command ['/usr/sbin/sshd', '-T'] failed with exit code 255: 
/etc/ssh/sshd_config line 13: Deprecated option UsePrivilegeSeparation
   /etc/ssh/sshd_config line 16: Deprecated option KeyRegenerationInterval
   /etc/ssh/sshd_config line 17: Deprecated option ServerKeyBits
   /etc/ssh/sshd_config line 30: Bad SSH2 mac spec 
'hmac-sha2-512-...@openssh.com,hmac-sha2-256-...@openssh.com,hmac-ripemd160-...@openssh.com,umac-128-...@openssh.com,hmac-sha2-512,hmac-sha2-256,hmac-ripemd160,umac-...@openssh.com'.
  SourcePackage: openssh
  Title: package openssh-server 1:7.6p1-4ubuntu0.1 failed to install/upgrade: 
installed openssh-server package post-installation script subprocess returned 
error exit status 1
  UpgradeStatus: Upgraded to bionic on 2018-05-15 (205 days ago)

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