 Dobbie's league debut arrived four days later in a 2–1 defeat to Celtic at Easter Road and scored his first league goal on 7 December 2003 in a 3–1 defeat to Aberdeen at Pittodrie Stadium.On 5 February 2004, in the semi-final of that season's Scottish League Cup at Hampden Park versus Rangers, Dobbie scored the equalising goal in the 79th minute.The match ended 1–1 after extra time and Hibs won 4–3 on penalties.