Comment 122 for bug 1289977

" It would be really nice and cool if the upgrade installer for 14.04 or subsequent versions were improved to detect whether the grub installation was up-to-date and ready to be upgraded, before trying to upgrade it, instead of breaking the boot for the whole computer. There should be a warning, and if the warning isn't automatically just given when it's needed, it should be given to everyone using the installer, "If you've used boot-repair, then purge and reinstall grub before attempting upgrade," or something like that, whatever would prevent this problem. "

^^^ This guy gets it. How is this not already what the upgrade manager does? Seems absolutely unacceptable for an LTS release to not do some simple sanity checks on core components before completely ruining your system.