 Dobbie struggled to hold down a regular place in the first-team and the following season Dobbie was loaned out to Scottish Third Division club Dumbarton, where he found some form, scoring ten goals in seventeen league matches.Dobbie debuted on 19 August 2006 in a 1–0 defeat to Queen's Park at Hampden Park.Dobbie's first goal arrived in his second match for the club in a 3–1 defeat to Inverness Caledonian Thistle at the Caledonian Stadium in the second round of the Scottish League Cup.