Разрешаем вход руту по паролю (чтобы, например, потом загнать шефа бутстрапом)
# Allow root login over SSH with password; best disabled after
# installing SSH keys.
openssh-server openssh-server/permit-root-login boolean true
but it doesn't help, let's use:
d-i preseed/late_command string \
sed -i '/^PermitRootLogin/c PermitRootLogin yes' /target/etc/ssh/sshd_config ; \
in-target update-grub
links:
https://github.com/DOMjudge/domjudge-packaging/blob/master/live-image/preseed.cfghttps://lists.debian.org/debian-user/2014/06/msg00994.html