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
2005–06 in Scottish football football since the 1960s. Hearts became the first non-Old Firm club to win the Scottish Cup since they themselves lifted the trophy in 1998. Second Division side Gretna became the first club in history from the third-tier of Scottish football to reach the final. Celtic meanwhile lifted the League Cup in what was manager Gordon Strachan's first trophy as manager. St Mirren were winners of the Challenge Cup in a season that would eventually see them promoted to the SPL. Auchinleck Talbot lifted the Junior Cup. Scotland failed in their attempt to qualify for the 2006 World Cup, eventually finishing