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 League Cup in his first season in charge, but he was sacked in June 2013 after he had been frequently punished by the Scottish Football Association for making controversial comments. Shiels was appointed manager of Scottish Championship club Greenock Morton in December 2013, and resigned in May 2014. He became Derry City manager in 2015. Shiels spent his entire playing career in Northern Irish football, both in the Irish Football League and at lower levels. Beginning at minor club Bridgend United, he subsequently appeared for Tobermore United, Coleraine, Distillery, Tobermore United again, Larne, Ballymena United, Tobermore United for a third