 In February 2009, he took up a post in youth development with Tromsø IL and the Northern Norway region.On 9 November 2010, Dempsey joined Molde as part of new manager Ole Gunnar Solskjær's backroom staff.He followed Solskjær to Cardiff City in January 2014 as part of a new-look backroom staff after the sacking of Malky Mackay.