If we see a dark night as a wearing off of beliefs and identifications, then The Work is a voluntary and gentle dark night. It has that same essence of the dark night, without the torment. Usually, it is even fun and a relief.
It is something our personality wants to do even if it involves disidentification with this personality and its beliefs and identities.
But that doesn’t mean that the nigredo quality isn’t there. Life is different than our beliefs tells us it should be, there is a sense of something being off (nigredo), which then, if we are in the habit of doing The Work, nudges us to identify the belief behind it and inquire into it, exploring what is already more true for us than that surface belief.