Who's The Boss?

Three time Melbourne Cup Winner Kerrin McEvoy Joins Bossy and Adam on Who’s the Boss?


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Join Adam Peacock and Glen Boss as they sit down with the legendary Kerrin McEvoy for an in-depth and wide-ranging conversation that explores his life, celebrated career, and the strong bond he shares with Bossy.


In this episode, Kerrin reflects on the highs and lows of his journey—from humble beginnings to becoming one of Australia’s most respected jockeys, including his incredible achievement of winning three Melbourne Cups and three Everests. He shares his passion for racing along with a host of hilarious, moving, and memorable stories from his time in the saddle. Whether he’s looking back on career-defining moments or trading tales with Bossy, Kerrin brings honesty, humility, and a great sense of humour to the couch.


So sit back, throw on your headphones, and enjoy a fascinating ride through the life and career of a true champion of the turf.


00:00 Intro Origin and Kerrin McEvoy preview

06:03 Snitzel's passing

08:20 Kerrin McEvoy joins WTB?

09:05 Bossy and Kerrin compare Majors and group 1 wins

14:00 Kerrin's first Melbourne Cup

17:40 Factors in races like the Melbourne Cup

20:25 Adam's greatest ever moment in the 2016 Melbourne Cup

23:22 Kerrin's overseas career

26:00 Jockey's camradery

28:40 The hardest jockey to compete against

31:50 The impact of Kerrin returning to Sydney after 5 years abroad

34:59 In the stewards office

38:26 2018 Melbourne Cup

40:37 Kerrin's statue

42:43 Life outside racing

46:50 Bossy's Best


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Who's The Boss?By Glen Boss