 He entered his second pro tournament in September 2007; the event was held in Sawtell, New South Wales, and Duckworth made it to the final round of qualifying, but fell at the last hurdle.In November 2008, Duckworth received a wildcard into a Futures tournament held in Perth and made the most of his opportunity; he recorded his first main draw victory in the first round.He followed up the victory with a surprise win over the fifth seed.