This achievement occurs during the beginning of Episode 4. When the darkness takes over and Alan gets access to a key, you'll be able to go into the staff wing. Opposite a picture of Hartman, there's a small room with paintings and a manuscript page. There's also a tape recorder on the desk. You will need to push the button 3 times to gain this achievement.
Review the video guide below for an easier time.
Note: I did not make this video. Credit is toward the YouTube channel.