Pathologic 2

For those that would actually like to play this game, there are three different NPC's you need to speak to across two different days. The first two conversations can be done starting on Day 4 (7:30am-midnight). You will need to speak to Anna Angel at her apartment in the Hindquarters district, and then also speak to Eva Yan at the Bachelor's house in the Bridge District. They both should have a conversation about the purpose of their life.

Day 6 (7:30am-midnight) is when you can get the last conversation required for this achievement. You will need to head to the Crucible at the Bridge Square and enter Maria Kana's house, the one in the middle, and speak to her and she should also have a conversation about the purpose of her life. After the conversation the achievement should pop as long as you got the conversations from Anna and Eva as well.

All the info I got is from QuentinCle95 and their great walkthrough here; https://psnprofiles.com/guide/10147-pathologic-2-trophy-guid...

All credit goes to them, would definitely recommend using it if you want a concise roadmap of achievement related activities that need to be done day to day.