 On 17 July 2018, Dobbie scored his fifth hat-trick since his return to the "Doonhamers" versus Clyde – a 3–0 win – in the Scottish League Cup at Palmerston, his first treble of the season.Dobbie's sixth hat-trick since his return to the "Doonhamers" and his second of the season was scored on 25 August 2018 in a 3–0 win away to Falkirk in the Scottish Championship.On 1 September 2018, Dobbie scored his seventh hat-trick since his return to Palmerston in a 5–0 win at home to Ayr United in the Scottish Championship, his third treble of the season; the first three goals arrived in a ten-minute spell during the first half (12, 20 and 22 minutes), with his second goal being a penalty kick.