In this episode of Game On, we sit down with legendary jockey Jim “Pumper” Cassidy — a two-time Melbourne Cup winner, Hall of Fame inductee, and one of racing’s most colourful characters. Jim takes us inside his remarkable journey from a horse-mad kid in New Zealand to one of the sport’s greatest jockeys, sharing stories of resilience, rivalry, and the highs and lows of life on the track. From his unforgettable win on Kiwi in the 1983 Melbourne Cup, to the pressure of riding for racing royalty and dealing with setbacks along the way, Jim opens up with honesty, humour and heart. Whether you’re a racing fan or just love a great yarn about chasing dreams, this conversation is a ride you won’t forget.