Chatham's Post, a position named after a Light Horse officer, was Sing's first sniping post. Biographer Brian Tate wrote, "It was here that Billy Sing began in earnest his lethal occupation." He set about his task with a Lee–Enfield .303 rifle. An account by Private Frank Reed, a fellow Australian soldier, states that Sing was so close to the Turkish lines that enemy artillery rarely troubled him. His comrades left three particular enemy positions to his attention: a trench at 350 yards (320 m) from his post, a communication sap at 500 yards (457 m), and a track in a gully at 1,000 yards (914 m). According to Reed, "Every time Billy Sing felt sorry for the poor Turks, he remembered how their snipers picked off the Australian officers in the early days of the landing, and he hardened his heart. But he never fired at a stretcher-bearer or any of the soldiers who were trying to rescue wounded Turks." In contrast, Hamilton said in a 2008 interview, "We have an anecdote where, after spotting an injured Turk, he said 'I'll put that poor cuss out of his agony' and just shot him. He was a very tough man."