Having initially come through the Flint academy before switching to Connah’s Quay Nomads, Harry captained their Development side to the Cymru North Development League title. He joined Flint on loan from Nomads in Lee Fowler’s first season in charge (2022/23), before having further loan spells with Aberystwyth Town and Colwyn Bay. Having left the Nomads, Harry retuned to Flint for Season 2024/25, and was appointed skipper of the side.