Join Adam Peacock and Glen Boss for an engaging conversation with Kingsley Bartholomew, as he reflects on his extraordinary journey in the thoroughbred industry.

Kingsley opens up about his unique career, including his life as a professional punter, his leadership experiences, and the challenges and opportunities that come with being at the forefront of one of the sport’s most influential arenas. He shares behind-the-scenes stories from operating in the racing world, along with the people and experiences that have shaped his path.

Throughout the chat, Kingsley offers candid insights into the pressures and rewards of working at the elite level, the future of the thoroughbred industry, and what it takes to stay ahead in such a fiercely competitive space.

With honesty, humour, and perspective, Kingsley and the team deliver a rare inside look at the world of punting, racing, leadership, and the drive required to succeed at the very top.

00:00 Intro

04:45 Melbourne Cup favourite

07:05 What did Bossy look for in horses

10:40 Kingsley's evolution as a punter

14:40 Keeping a cool head when betting

17:30 Jockeys betting

20:08 Worst day on the punt

23:25 Backing to place

24:00 Biggest bet and biggest win

26:30 Jockeys after a win

28:15 Betting away from Sydney

30:25 Turnovers in betting

34:35 Favourite jockey

35:40 Favourite horse

36:05 Bossy on Black Caviar

39:55 Undervalued information

42:34 Bossy's Best

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