This is actually 1 of 2 trophies that are earned right at the end of the game for getting either the good or bad ending. This will happen while completing Chapter 5, the Oneirist. You’ll get a quest that leads you to a little house in “Foxglove” which will trigger the ending to begin. You’ll want to make a save before completing this so you can go back and get the different ending and trophy if you’d like.
This is considered the “bad” ending, and to get it you will be asked multiple questions, each of which you need to answer with no emotion. Try and figure out what answers are the most neutral or apathetic. They need to lack emotion, empathy and concern. This ending is more difficult to get out of the 2 because there are less choices that match this way.
Things to keep in mind, your questions might differ slightly from what I got based on what you did in the game and who was killed/spared. Also the questions only start counting once you “return to your body”, everything before that is just part of the story.
I’ll let my choices playout on the video here, as well as list them in the description down below.
Once you’ve answered the final question, the trophy will pop and you’ll see the ending.
Here were my answers to get this trophy:
Q - So, what I want to know is, why? Why’d you leave those people behind?
A - Say the plights of mortals mean little when all is said and done – we all turn to dust.
Q - (On bounties) Matter of fact, seemed like you couldn’t get enough of it. Whole town’s worth of folk you hunted down. Ain’t it ever bother you? Ain’t you ever wonder if you was right to call yourself judge, jury and executioner for them folk?
A - Say they would’ve faced judgement no matter what, by your hand or another’s.
Q - Imagine that? You made friends. I’d laugh, if I could. Tell us– what do you think of their loyalty to you?
A - Say loyalty is meaningless.
Q - (On stealing) So–why’d you do it, partner? Money worth that much to you?
A - Say the money was nothing more than shiny metal to you.
Q - (On killing) I’m dying to know – did you enjoy it? Regret it? What’s in that heart of yours, huh?
A - Say life has no inherent value – all lives are meaningless, in the end.
Q - (On heroes lives) Now, answer: did you use their lives well? Were their lives worth living?
A - Say their lives are as meaningless as all others.
Essex option:
Q - Why’d you lead me on like that, lettin’ me believe?
A - Tell him his life will turn to dust, like everyone else’s.
Q - Heathen here can kill Essex, or let him go free. Question is – what do you care about? What do you feel?
A - Leave Essex’s fate up to change – you don’t care either way.
Full video guide: