I'm trying my hardest to achieve the "Prove Your Worth" achievement but for whatever reason no matter what I do I just can't seem to get it.
I already have all the conditions set to get it too. Hardcore + Save Deletion + All 3 Challenges active at once (Glass Cannon, Harder Struggling, and Horde Attack) + the Drill. (I presume its required given what I've been told with some vague hints)

But no matter what I do or how many walls I drill into, in the Dilapidated Halls. I can never seem to reach this place I shouldn't have been... There was one instance where an evil japes appeared but Idk how rare that is or if has anything to do with this place. Can someone please help me? I'm all out of options and leads of what to do