For the xenial->bionic question, I had already implemented the
workaround mentioned here to use Dpkg::Options::="--force-confdef"
across all upgrade tests, which has been working fine. I can remove the
workaround and try it if you are specifically interested in finding out
whether it's necessary on the upgrade to bionic though.

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https://bugs.launchpad.net/bugs/1796193

Title:
  DistUpgradeViewNonInteractive crashes / requires interaction

Status in apt package in Ubuntu:
  Incomplete
Status in ubuntu-release-upgrader package in Ubuntu:
  In Progress
Status in apt source package in Cosmic:
  New
Status in ubuntu-release-upgrader source package in Cosmic:
  In Progress
Status in apt source package in Disco:
  New
Status in ubuntu-release-upgrader source package in Disco:
  In Progress
Status in apt source package in Eoan:
  Incomplete
Status in ubuntu-release-upgrader source package in Eoan:
  In Progress

Bug description:
  I'm trying to do some automated testing that involved upgrading a
  system from xenial to bionic, so I need it to not ask for user input.

  Before running do-release-upgrade, the system got a fresh dist-upgrade
  and reboot.

  To avoid interactive responses, I'm using:
  $ sudo do-release-upgrade -d -f DistUpgradeViewNonInteractive

  Part way through the upgrade, I do get prompted for something though:
  Preparing to unpack .../apt_1.6.3ubuntu0.1_amd64.deb ...

  Unpacking apt (1.6.3ubuntu0.1) over (1.2.27) ...

  Processing triggers for libc-bin (2.27-3ubuntu1) ...

  /sbin/ldconfig.real: Warning: ignoring configuration file that cannot
  be opened: /etc/ld.so.conf.d/x86_64-linux-gnu_EGL.conf: No such file
  or directory

  /sbin/ldconfig.real: Warning: ignoring configuration file that cannot
  be opened: /etc/ld.so.conf.d/x86_64-linux-gnu_GL.conf: No such file or
  directory

  Setting up apt (1.6.3ubuntu0.1) ...

  Installing new version of config file /etc/apt/apt.conf.d/01autoremove
  ...


  Configuration file '/etc/cron.daily/apt-compat'

   ==> Deleted (by you or by a script) since installation.

   ==> Package distributor has shipped an updated version.

     What would you like to do about it ?  Your options are:

      Y or I  : install the package maintainer's version

      N or O  : keep your currently-installed version

        D     : show the differences between the versions

        Z     : start a shell to examine the situation

   The default action is to keep your current version.

  Comparing the sha1 of apt-compat before the upgrade to another xenial
  system that has been unmodified, they are the same:

  In /var/log/dist-upgrade/main.log, I also found this:
  2018-10-04 14:20:24,575 WARNING got a conffile-prompt from dpkg for file: 
'/etc/cron.daily/apt-compat'
  2018-10-04 14:20:29,580 ERROR error 'a bytes-like object is required, not 
'str'' when trying to write to the conffile

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