@aeva wtf 
app-admin/sudo: Let sudo print insults when the user types the wrong password
@aeva hard to remote-debug, do you get an error message?
The decryption needs certain kernel settings enabled / modules installed to work; especially
* CONFIG_DM_CRYPT
* CONFIG_BLK_DEV_DM
* CONFIG_CRYPTO_AES
* CONFIG_CRYPTO_XTS
* CONFIG_CRYPTO_SHA256 / 512
* CONFIG_CRYPTO_USER_API
* CONFIG_CRYPTO_USER_API_SKCIPHER
* CONFIG_BLK_DEV_INITRD
maybe
* CONFIG_CRYPTO_ARGON2
If not builtin [*], but compiled as [M] module: it has to be in your initrd.
(I am assuming cryptsetup / LUKS here.)
@azonenberg @aeva a certain sort of person would say "Linuxen", like oxen, Unixen, and VAXen
but that sort of person includes ESR and RMS, so take that into consideration
@teajaygrey @azonenberg I have never used the word "VAXen" and don't know what it means (I assume from context it refers to a plurality of VAX machines, which I have never used)
to me "boxen" is just a word savvy people use sometimes