 On 29 June 2017, he scored the only goal of a shock home win over HJK Helsinki in the Europa League first qualifying round first leg, though the Deesiders lost 3–1 on aggregate.He was part of their side that won the Welsh Cup in 2017–18; as a substitute on 7 April, he scored the last goal of a 6–1 win over Bangor City in the semi-finals.On 31 January 2019, Woolfe was loaned out to neighbours Airbus UK Broughton of the Cymru Alliance until the end of the season.