Dealtry Pickford represents and races in the the region sailing circuit. Since May 2023, 6 races across 5 regattas have been recorded for Dealtry. Dealtry's primary class has been Class 40, with additional appearances in other fleets. Highlights include winning the SailingSA events in the multiple fleets fleet, along with the SailingSA events in the multiple fleets fleet. Dealtry remains an active competitor in the Western Cape sailing circuit.