Hi, continuing the review: debian/dropbear-initramfs.postinst
"if ! which ssh-keygen >/dev/null 2>&1; then cat else " cat of what? I'm not sure this is correct... can you please clarify? after that well, I don't have any more issue. " dropbear (2015.68-1) experimental; urgency=low * New co-maintainer. " please add a newline there :) after that I don't know what else to look, I give a try to the package on both Debian and Ubuntu machines, and seems to work correctly. (I also played with systemd, and configuration file to enable it and ssh'd on localhost) I also tried without ssh-keygen and with some other options/mixes cheers, G.