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 embarrassed by the result and extremely disappointed with the performance. The scoreline was criticized by Dundee's manager Paul Hartley, whose team was promoted to the Scottish Premiership, comparing the scoreline to that of matches played in a pub league, while the chief executive, Scot Gardiner, would described the score line as "laughable" and "ridiculous". After a spell managing BEC Tero Sasana in Thailand, Shiels was appointed manager of League of Ireland club Derry City in November 2015. Shiels is the father of Northern Ireland international player Dean Shiels. Shiels is also the father-in-law of St Mirren manager Oran Kearney. His