Dean Shiels last home match of the 2008–09 season, when he scored the first goal in a 2–0 victory over Crystal Palace. Shiels scored six goals in 42 games during the 2009–10 season. However, during the 2010–11 season Shiels lost his place in the Doncaster starting line-up. He was loaned to Kilmarnock in July 2011 and his contract was mutually terminated in January 2012. Shiels signed a six-month loan deal with Kilmarnock, managed by his father Kenny Shiels, in July 2011. Shiels made his first appearance for Kilmarnock on 30 July 2011, in a goalless draw against Motherwell at Rugby Park, coming
Kenny Shiels at the end of the season. Alongside his club jobs, Shiels was also employed by the Irish Football Association to manage the Northern Ireland national under-17 football team, a role he retained, until 2007, when new senior manager Nigel Worthington brought in his own men at youth levels. Shiels took charge of Larne for the 2005–06 season and took the club to two cup semi-finals, but his full-time job with the IFA meant that he was unable to fully devote his time to the club and so he stood down at the end of the season. Shiels joined Tranmere Rovers