@Eric : The server was installed with a 4.15.0-34.37 kernel from a
corporate OS image, and linux-cloud-tools-common package was also in
version 4.15.0-34.37. All packages where in state "ii".

I dist-upgrade the server with APT (to version 4.15.0-36.39) and only
downgrade the linux-cloud-tools-common package in order to only let
unattended-upgrades try to upgrade the linux-cloud-tools-common package
and have simpler unattended-upgrades logs to analyze. Upgrading the
linux-cloud-tools-common simultaneously with the other kernel packages
leeds to the same result.

Also, all packages where in state "ii" before running unattended-
upgrades.

Let me know if you want me to delete the server and deploy it once more
with another "fresh" test case.

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https://bugs.launchpad.net/bugs/1796376

Title:
  Bug #1739107 fix causes linux-cloud-tools-common not to be upgradable
  with unattended-upgrades on shutdown mode

Status in linux package in Ubuntu:
  Confirmed

Bug description:
  Since the following linux-cloud-tools-common package versions :

  Xenial : 4.4.0-135.161
  Bionic : 4.15.0-34.37

  the Systemd service unit file for hv-kvp-daemon has been modified with new 
dependencies that make the package unable to be upgraded with 
unattended-upgrades on shutdown mode.
  Unattended-upgrades hangs with the linux-cloud-tools-common package during 
"Preparing to unpack". The server restarts after the unattended-upgrades 
service timeout expires.

  - Package state after reboot :

  iFR linux-cloud-tools-common              4.15.0-34.37
  all          Linux kernel version specific cloud tools for version
  4.15.0

  - Unattended-upgrades dpkg logs :

  Log started: 2018-10-05  17:59:04
  (Reading database ... 52043 files and directories currently installed.)
  Preparing to unpack .../linux-cloud-tools-common_4.15.0-36.39_all.deb ...
  Log ended: 2018-10-05  18:00:54

  - Impact :

  The current impact is very important as all security updates are
  blocked until you manually fix each server with :

  dpkg --configure -a
  apt install --only-upgrade linux-cloud-tools-common

  - Workaround/Fix :

  As a simple straightforward fix, replacing :

  Before=shutdown.target cloud-init-local.service walinuxagent.service

  with :

  Before=shutdown.target walinuxagent.service

  makes the package upgradable during shutdown.

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