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Kirkwood helped Everton to an impressive 11-2 victory over Derby in the first round of the F.A. Cup on 18 January 1890. In the first half Derby took the lead twice, although by half-time Everton led 3-2. After the break the Derby defence caved in. Brady, Geary and Milward each made hat-tricks in the match. Kirkwood and Doyle added a goal apiece. The score remains an Everton record.