I had similar problem when upgrading to Ubuntu 19.10 from 19.04 root on zfs. sudo dpkg --configure -a Setting up initramfs-tools (0.133ubuntu10) ... update-initramfs: deferring update (trigger activated) Setting up linux-image-5.3.0-24-generic (5.3.0-24.26) ... Setting up friendly-recovery (0.2.41) ... Sourcing file `/etc/default/grub' Sourcing file `/etc/default/grub.d/init-select.cfg' Generating grub configuration file ... Found linux image: vmlinuz-5.0.0-25-generic in rpool/ROOT/ubuntu Found initrd image: initrd.img-5.0.0-25-generic in rpool/ROOT/ubuntu Found linux image: vmlinuz-5.0.0-36-generic in rpool/ROOT/ubuntu Found initrd image: initrd.img-5.0.0-36-generic in rpool/ROOT/ubuntu Found linux image: vmlinuz-5.0.0-37-generic in rpool/ROOT/ubuntu Found initrd image: initrd.img-5.0.0-37-generic in rpool/ROOT/ubuntu Found linux image: vmlinuz-5.3.0-24-generic in rpool/ROOT/ubuntu Found initrd image: initrd.img-5.3.0-24-generic in rpool/ROOT/ubuntu Warning: Failed to find a valid directory 'etc' for dataset 'rpool/ROOT/ubuntu@install'. Ignoring Warning: Ignoring rpool/ROOT/ubuntu@install Warning: Failed to find a valid directory 'etc' for dataset 'rpool/ROOT/ubuntu@1904'. Ignoring Warning: Ignoring rpool/ROOT/ubuntu@1904 Warning: Failed to find a valid directory 'etc' for dataset '