Please note attempting to mitigate this by switching back to upstart
failed as well.

Doing so did make it so the system would boot past mounting /usr however
for no obvious reason the system stopped automatically mounting the /var
partition.

With no network services running, the system would stop the boot process
on a screen and complain /var hadn't mounted and prompt me to press m to
enter emergency mode. Once I did that and logged in, /var was in fact
not mounted and a mount -av would immediately mount it and then exiting
emergency mode would cause a normal boot to complete. This should be a
blocking issue for 16.04 as it will cause a lot of grief to end users
when servers fail during upgrades. If I didn't have an IPMI remote
console device I would have been really stuck.

To be clear the only fix that worked was connecting using an IPMI remote 
console device, booting my server from a rescue iso, taring up each of my 
partitions with tar cpf and dumping them on a disk outside my raid array. I 
then wiped all the partitions off my main raid array and switched to a 
configurations where I had 1 primary boot, 1 primary swap and a root and home 
partition in a LVM physical volume. I then formated boot ext2, root btrfs and 
home xfs and extracted all the tars. I then follow a process similar to the one 
below to reinstall grub: 
https://help.ubuntu.com/community/Grub2/Installing#via_ChRoot
At the end of the process, inside the chroot, I also did an: update-initramfs -u

The result was a working system but was way way more effort than should
have been required.

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https://bugs.launchpad.net/bugs/1460790

Title:
  14.10 to  15.04 upgraded system with separate /usr fails to boot

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