Premier Punter Kingsley Bartholomew Picks you a Few Winners on Who’s the Boss? episode artwork

EPISODE · Oct 2, 2025 · 51 MIN

Premier Punter Kingsley Bartholomew Picks you a Few Winners on Who’s the Boss?

from Who's The Boss?

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 Intro04:45 Melbourne Cup favourite07:05 What did Bossy look for in horses10:40 Kingsley's evolution as a punter14:40 Keeping a cool head when betting17:30 Jockeys betting20:08 Worst day on the punt23:25 Backing to place24:00 Biggest bet and biggest win26:30 Jockeys after a win28:15 Betting away from Sydney30:25 Turnovers in betting34:35 Favourite jockey35:40 Favourite horse36:05 Bossy on Black Caviar39:55 Undervalued information42:34 Bossy's BestThanks to our SponsorsLadbrokes - Sign up today www.ladbrokes.com.auAirtouch - For all your air conditioning needs go to www.airtouch.net.auIPE - International Premier Events. To book your tickets for your favourite sporting events go Hosted on Acast. See acast.com/privacy for more information.

Episode metadata supplied by the publisher feed · Published Oct 2, 2025

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 Intro04:45 Melbourne Cup favourite07:05 What did Bossy look for in horses10:40 Kingsley's evolution as a punter14:40 Keeping a cool head when betting17:30 Jockeys betting20:08 Worst day on the punt23:25 Backing to place24:00 Biggest bet and biggest win26:30 Jockeys after a win28:15 Betting away from Sydney30:25 Turnovers in betting34:35 Favourite jockey35:40 Favourite horse36:05 Bossy on Black Caviar39:55 Undervalued information42:34 Bossy's BestThanks to our SponsorsLadbrokes - Sign up today www.ladbrokes.com.auAirtouch - For all your air conditioning needs go to www.airtouch.net.auIPE - International Premier Events. To book your tickets for your favourite sporting events go Hosted on Acast. See acast.com/privacy for more information.

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Premier Punter Kingsley Bartholomew Picks you a Few Winners on Who’s the Boss?

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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,...

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