Here is the full list of all 36 Gloom achievements.
Must be routine at this point
Three wins in a row
You've got the hang of it
A place for gloom
A grander existence
An embryo of the cosmic way
No more dreaming, no more nightmares
A pillar of demented faith
A place for ascension
An orphan of spite
A ghastly tide of salvation
A pillar of demented art
A mirror of null existence
A place for silence and emptiness
A narrator of nightmares
One-of-a-kind weapon
Resilience is a virtue
A place for the shunned and forgotten
An instrument of ascension
An embodiment of deific anger
A false prophet of ill omens
A place for expression and madness
An agent of secrecy
He had it coming
A place for the lost and demented
A fallen deity of envy
All for one
You perished in a dream
The book in all its glory
Well that's just sadistic
Win in less than 12 minutes
Win in less than 8 minutes and 30 seconds
Ten wins in a row
Most renowned of them all
Leo's blades and both eyes simultaneously
To retrieve what was once lost