sfrahm, were you installing updates by Software Updater, when this happened? If so, you could report a bug by `ubuntu-bug update-manager` in terminal. Tell it is likely a regression; in 14.04 it does not let you start update, if there is not enough room for kernels (at least always), but displays an error dialog instead. Please link the bug report here, if you make it.
If you were not using Software Updater at the time it happened, but the error occurred during automatic update, or during use of apt or apt-get, you can not blame update-manager. IIRC the default size of /boot partition has been increased somewhat during past years. How big is your /boot (not /root) partition in 16.04 (df -H /boot --output=size)? If you want an option to choose even larger /boot partition during installation, please report a bug against the installer https://wiki.ubuntu.com/Ubiquity Unfortunately removing old kernels does still not work well by default in 16.04. You can read about some options in comment #140. -- You received this bug notification because you are a member of Ubuntu Bugs, which is subscribed to Ubuntu. https://bugs.launchpad.net/bugs/798414 Title: update-initramfs should produce a more helpful error when there isn't enough free space To manage notifications about this bug go to: https://bugs.launchpad.net/initramfs-tools/+bug/798414/+subscriptions -- ubuntu-bugs mailing list ubuntu-bugs@lists.ubuntu.com https://lists.ubuntu.com/mailman/listinfo/ubuntu-bugs