Following a torrid run of results for West Ham, including a defeat to League 1 side Chesterfield in the League Cup, Harewood scored a dramatic last-minute winner against title-hopefuls Arsenal in November 2006. This subsequently resulted in a highly emotional confrontation between the two managers. In May 2007, Harewood confirmed that he would leave West Ham in the summer after falling out of favour at the club. In July, it was confirmed that Harewood was in talks at Aston Villa's training ground.