He has been trapped in Silent Hill for a long time, but due to lacking courage to get out of the town, he sits back at the station to broadcast radio transmissions throughout the town, dedicating them towards several people, including Murphy Pendleton. When Murphy arrives at the station, Bobby tells him that he was afraid to explore Silent Hill as he knows that it "has rules to follow" as well as the existence of a boat in the marine. He mysteriously disappears after receiving a transmission dedicated to himself, followed by an attack by a pack of Screamers.