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
Dean Shiels his first hat-trick for Hibs on 12 January 2008 in a 3–0 win over Inverness Caledonian Thistle in the Scottish Cup, but Shiels struggled to establish himself as a Hibs first-team regular throughout his time at Easter Road. Shiels, whose contract with Hibernian was due to expire in the summer of 2009, signed for Doncaster Rovers on 2 February 2009. He was transferred for a fee of around £50,000. He made his Rovers debut on 21 February 2009, coming on as a second-half substitute in a 3–1 defeat at Swansea City. His first goal for the club came in the