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 With Nigel Jemson added to the side Shiels' Braidmen proved a hit in the top flight, finishing sixth and qualifying for the Intertoto Cup. Shiels again signed some big names, bringing in Rory Hamill, Gary Smyth, Gordon Simms and Tim McCann but the club failed to make any headway. He was sacked as manager on 4 May 2005. 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