A Western Cape sailor, Jack Cumming represents HYC in competitive dinghy racing. Jack's earliest SailingSA result dates to April 2023. Since then 102 races across 11 regattas have been recorded. Jack competes mainly in the Dabchick fleet, alongside races in 29er and Optimist A. Key performances include winning the 2024 TSC Cape Classic in the Dabchick fleet, along with the 2024 Hermanus Cape Classic in the 29er fleet. Jack remains an active competitor in the Western Cape sailing circuit.