Story related, can’t miss. Chapter 6, playing as Sam again. Go to the cellar, talk to Dr. Helborn about everything. Read note, then go the upper floor and look at the seating, cabinet, gargoyle, and painting. Go outside to the tower, get key from statue. Look at stairs then upstairs and look at chair and window. You can get the “He can be nice too” achievement here as well by checking Sam’s bike after looking in the tower, then talking to Mrs. Dalton about the bike before anything else. Finally, go to the kitchen and talk to Mrs. Dalton about the ghost and tower. Achievement will pop after the last convo is done.