As long as update-grub doesn't recognize passwords properly (see comment
#12), just don't add your password directly to /etc/grub.d/whatever, but
instead write it directly into /boot/grub/grub.cfg. Not nice but it'll
do the trick...

example:
...
set superusers="main"
password_pbkdf2 maint grub.pbkdf2.sha512.10000.verylongstring...
### END /etc/grub.d/00_header ###
...

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https://bugs.launchpad.net/bugs/392158

Title:
  passwords are awkward to use with grub-mkconfig

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