- "I can smell the stench of the Void. There is something perverse in this place."
- —Overseer Harold investigating Amadeo's apartment
Sometime prior to the events of Dishonored 2, Harold met Overseer Chester, who was in a very agitated state due to an issue relating to his faith. Harold took Chester aside and talked it through with him, suggesting that Chester undertake a certain cleansing ritual. Chester agreed, though said that even the conversation with Harold improved his state. In a letter, Chester asked that Harold not talk about that to anyone, promising he would perform the ritual shortly.
During the mission Edge of the World, Harold and another Overseer have been assigned to investigate the apartment of Amadeo Monte after many forbidden items, including an Outsider shrine and a bone charm, were found. When Corvo Attano or Emily Kaldwin arrive, Harold is studying the bookshelf, and will remain doing so unless disturbed.