Timestamps are of no use since I did other modifications.

Ok, I think I now know what happened. I had proposed enabled in Trusty
(in my case to have those act as canaries for updates). So I got those
new versions of shim/shim-signed back then. And together with grub2 (or
maybe kernel) this was somehow working in Trusty. Then those updates got
removed from the archive but not replaced by newer versions. So the
release-upgrade actually did *not* update those two packages. And now in
the Xenial environment they actually break boot completely.

The problem I can see is that many people have proposed enabled at some
point when they are asked to verify bugs. And IIRC the instructions do
not tell them to turn off proposed after that. So this might happen to
more people we think it could.

The work-around for me: disable secure boot in bios, boot, downgrade
shim/shim-signed, reboot, enable secure boot in bios again.

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https://bugs.launchpad.net/bugs/1652147

Title:
  UEFI secure boot fails after 14.04 to 16.04 upgrade

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