Who's The Boss?

This week on Who’s The Boss?, Glen Boss and Adam Peacock are joined by former Australian fast bowler Doug Bollinger for a great chat about his cricket journey, life after the game, and his new chapter in the racing industry.

Doug takes us inside the world of international cricket — from representing Australia at the highest level to sharing stories from the dressing room and reflecting on some of the biggest moments from his career. The boys dive into Doug’s rise through the ranks, the challenges of fast bowling at the elite level, and some of the characters he met along the way.

The conversation also turns to Doug’s new role working with legendary trainer Chris Waller as a stable hand, where he talks about the transition from professional sport to life in the racing stables, what a typical morning looks like, and how he’s adjusting to the early starts and hands-on work with the horses.

It’s a fun and honest conversation full of great stories, laughs, and insights across both cricket and racing.

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In this special episode of Who’s The Boss?, Glenn Boss and Adam Peacock are joined by Makybe Diva's first ever jockey Vincent Hall to reflect on the incredible life and legacy of the legendary racehorse Makybe Diva.

Following the sad news of her passing, the boys sit down to celebrate one of the greatest horses in Australian sporting history. From her historic three Melbourne Cup victories to the unforgettable moments she gave racing fans around the world, this episode honours the impact Makybe Diva had on the sport and those who followed her remarkable journey.

Vincent Hall shares his insights into what made Makybe Diva so special, the stories behind her dominance, and why her legacy will live on in Australian racing forever. Bossy and Peacock also reflect on where she ranks among the greatest sporting icons and what her achievements meant to the racing community.

A heartfelt tribute to a once in a generation champion.

00:00 The loss of Makybe Diva
02:40 First time Bossy met the Diva
09:30 Signs of Makybe's decline
12:20 Makybe's trophy cabinet
18:05 Race books and Bossy's notes
20:08 Story behind the 2005 Melbourne Cup
25:05 Bossy's template ride
29:52 Vincent Hall on Makybe Diva
37:40 David Hall's great stable
40:25 Vince watching Bossy and Makybe
41:10 What was Tony Santic like early days?
41:45 The reason Bossy got to ride Makybe
50:00 Bossy's Best

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Adam Peacock and Bossy sit down with one of the most fiery competitors the game of Rugby League has ever seen for a chat full of great stories, strong views and plenty of laughs.

Tooves opens up on his playing days, his transition into coaching, the famous moments that defined his career, and what really drove his competitive edge. The boys also dive into the current state of the game, leadership, pressure in big moments, and the mindset it takes to succeed at the highest level.

It’s a mix of nostalgia, insight and classic Toovey honesty you won’t want to miss.

00:00 Intro
10:30 Tooves joins the couch
16:00 Consequences of sport
21:10 Experiences with Origin and Tommy Raudonikis
25:05 Tooves' Grand Finals
30:00 The current era of upcoming players
31:40 Coaching with Des
37:07 Coaching Manly
38:30 "Investigation!"
44:49 Modern NRL
53:20 Bossy's Best

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We’re back for Season 6 and kicking things off with a massive episode! Adam Peacock and Glen Boss welcome special guest John O’Shea to the studio for a wide-ranging chat packed with sport, stories, insights, and plenty of laughs.

In this episode, Bossy and John take a trip down memory lane, reminiscing on their shared experiences, great moments together, and the stories behind some unforgettable times in their careers. From behind-the-scenes memories to honest reflections, the chemistry and history between the two makes for an entertaining and insightful conversation.

Expect sharp takes, great banter, personal stories, and classic Who’s The Boss energy as the boys dive deep into the world of sport and everything in between.

00:00 Intro
03:30 Hypotheticals
11:05 What inspired horse training?
13:00 Footy to horse racing
15:50 John on Nick Saban
17:11 How to work with the horse
23:53 John and Bossy winning together
26:00 Relief of winning and Jamie Foxx
27:20 Bossy flew in on a helicopter
33:40 Opinions on James McDonald
38:20 John's best ever day
41:00 Bossy's Best

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Glen Boss and Adam Peacock are back in the saddle for a full wrap-up of an unforgettable Spring Carnival! From the biggest Group 1 moments to the breakout stars, shock results, and behind-the-scenes stories only Bossy can deliver, the boys break down every major highlight.

They relive the Melbourne Cup, Cox Plate, Caulfield Cup and all the drama in between—plus the rides that defined the carnival, the performances that stunned the racing world, and what it all means heading into the autumn.

Whether you’re a racing tragic or just love hearing Bossy spin a yarn, this episode has everything: insight, laughs, and the ultimate Spring Carnival review.

00:00 Intro
02:50 Melbourne and Sydney's racing growth
06:28 International's in the Melbourne Cup
10:00 Melbourne Cup at night
11:55 Moonee Valley rebuild
14:45 Ceolwolf and Chad Schofield whip rule
18:20 Changes to the schedule?
20:40 Best ride of the carnival
23:56 Best Jockey of the carnival
25:20 Trainer of the carnival
27:14 Horse of the carnival
28:34 Moment of the carnival
30:00 Bossy's Best

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