Kenny Shiels Rangers in 17 years on 27 November 2011, in a 1–0 victory at Rugby Park, with a Manuel Pascali goal in the 80th minute. After the match, Shiels said a win over Rangers was a "fantastic win" for the club, in addition, stated his opinion that people in Ayrshire, who are Old Firm supporters, are not real supporters for Kilmarnock. He wrote in his Daily Record columns that he was critical of fans would watch the Old Firm, rather than their local team. In the January transfer window, Shiels soon added his son, Dean, and Ben Gordon. He also helped
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