Brian,

Yesterday we had kernel updates. My server, which is set to
automatically reboot, reboot fine and no /var/run/reboot-required. This
morning there was no second reboot, so everything was as expected. The I
ran autoremove to remove the stale kernel. Then I had /var/run/reboot-
required and /var/run/reboot-required.pkgs contained linux-base. So I
wouldn't think removing a kernel should require a reboot. So is this a
bug or am I not understand how this should work?

I confirmed this on a second 16.04 server

Attached are the /var/log/apt/history.logs from before autoremove and
after.

** Attachment added: "before_history.log"
   
https://bugs.launchpad.net/ubuntu/+source/unattended-upgrades/+bug/1626345/+attachment/4760019/+files/before_history.log

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https://bugs.launchpad.net/bugs/1626345

Title:
  After rebooting for updates, reboot is still required.

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