Bit late to the party, but I believe this was fixed in xenial/16.04 but not trusty/14.04 The relevant bug report is here: https://bugs.launchpad.net/ubuntu/+so

Bit late to the party, but I believe this was fixed in xenial/16.04 but not trusty/14.04 The relevant bug report is here: https://bugs.launchpad.net/ubuntu/+source/update-manager/+bug/1439769 https://bugs.launchpad.net/ubuntu/+source/update-manager/+bu... Side note, give up on a separate /boot in future, not needed 99.9% of the time.