Jimmy Nicholl followed Calderwood when he took over as manager at Aberdeen, again serving as his assistant until the two parted company with the club in May 2009. He resumed his partnership with Calderwood at Kilmarnock in 2010. Nicholl was appointed manager of Cowdenbeath in June 2010, but he left Cowdenbeath at the end of the 2010–11 season after they were relegated from the First Division. Nicholl was then appointed assistant manager of Kilmarnock for a second time, by Kenny Shiels on 15 June 2011. Kilmarnock won the 2011–12 Scottish League Cup under Shiels and Nicholl, but Shiels was sacked by Kilmarnock
Kenny Shiels Securely in charge, Shiels led the club to an 8–0 drubbing of Newry Town in the next match, the second of what proved to be a twenty match unbeaten league run. With his younger brother Sammy Shiels, who had played under Kenny Shiels' management at Carrick, leading the line in scoring 25 league goals, Coleraine won the title, and thus promotion, a full fifteen points ahead of runners-up Ballymena United. The club would also win the inaugural Irish News Cup, a competition for Irish League and League of Ireland clubs in North-West Ireland, that same season. The following season began