Public bug reported:

Ubuntu 17.10 and 18.04 do not install updates with InstallOnShutdown
flag set.

post-install script on 14.04 and 16.04 would set options in
/etc/apt/apt.conf.d/50unattended-upgrades and
/etc/apt/apt.conf.d/10periodic to install updates on shutdown of ubuntu
desktop. This worked on 17.10 also, until an update before the release
of 18.04. After a fresh install of 18.04, ran the post install script.
Below is the contents of the two files, updates do not run, even if
performing an apt update and leaving the machine up for a few hours to
download packages in the back ground. Both the unattended-upgrades and
unattended-upgrades-shutdown log files are empty.

Description:    Ubuntu 18.04 LTS
Release:        18.04

ii  unattended-upgrades                        1.1ubuntu1
all          automatic installation of security upgrades


----------------------/etc/apt/apt.conf.d/50unattended-upgrades----------------
Unattended-Upgrade::Allowed-Origins {
        "${distro_id}:${distro_codename}";
        "${distro_id}:${distro_codename}-security";
        // Extended Security Maintenance; doesn't necessarily exist for
        // every release and this system may not have it installed, but if
        // available, the policy for updates is such that unattended-upgrades
        // should also install from here by default.
        "${distro_id}ESM:${distro_codename}";
        "${distro_id}:${distro_codename}-updates";
//      "${distro_id}:${distro_codename}-proposed";
//      "${distro_id}:${distro_codename}-backports";
        "LP-PPA-libreoffice:${distro_codename}";
        "Canonical:${distro_codename}";
};

Unattended-Upgrade::Package-Blacklist {
//      "vim";
//      "libc6";
//      "libc6-dev";
//      "libc6-i686";
};

Unattended-Upgrade::DevRelease "false";
Unattended-Upgrade::InstallOnShutdown "true";
Unattended-Upgrade::Remove-Unused-Dependencies "true";


---------/etc/apt/apt.conf.d/10periodic:----------------------
APT::Periodic::Update-Package-Lists "1";
APT::Periodic::Download-Upgradeable-Packages "1";
APT::Periodic::AutocleanInterval "7";
APT::Periodic::Unattended-Upgrade "1";

** Affects: unattended-upgrades (Ubuntu)
     Importance: Undecided
         Status: New


** Tags: automatic installonshutdown unattended-upgrade updates

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https://bugs.launchpad.net/bugs/1773033

Title:
  unattended upgrade no longer actions on shutdown

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