 On 22 May 2009, Dobbie passed his medical and signed a three-year deal on a free transfer.On 11 August 2009, Dobbie's first two goals for the "Swans" arrived in a 3–0 win at home to Brighton & Hove Albion in the first round of the 2009–10 League Cup.On 25 August 2009, Dobbie's third goal arrived in the next round of the League Cup in a 2–1 defeat at home to Scunthorpe United.