 On 29 December 2016, Molde announced that Dempsey had returned to the club as an assistant manager, working alongside Erling Moe, on a -year contract.On 1 December 2017, Dempsey was appointed manager of Start
On 18 May 2018, Dempsey got sacked by Start due to poor results.Dempsey was announced as the new manager of Norwegian 2nd tier club Kongsvinger on 11 June 2018.