Adam Peacock and Glen Boss are back with a huge episode featuring AFL great Dermott Brereton and the Queen of Racing herself, Makybe Diva.

Filmed at the beautiful Makybe Farm in Geelong, owned by Tony Santic, the boys dive into Dermott’s legendary career, his life on and off the field, and his deep love for racing. Dermott shares incredible stories from his days at Hawthorn, what drives his competitive spirit, and how footy and racing have intertwined throughout his life.

They also celebrate the Diva’s extraordinary legacy, from her historic Melbourne Cup triumphs to her life after racing — and go behind the gates of the iconic farm where her story continues.An episode full of nostalgia, laughter, and true sporting greatness.

00:00 Bossy Makybe Diva

10:09 Dermott Brereton joins Who's The Boss?

16:36 Derms early life

21:20 Playing for Hawthorn and the club zones

25:30 Playing the AFL back in Derms day

29:08 Stepping over the white line and knowing the consequences

29:45 Rhythm to riding horses

31:58 Resting heart rates

33:00 Perfect days in Derms careers

35:19 Essendon's huddle

36:20 Toby Green resembling Derm

37:30 Being in the media

40:39 Coaching opportunities

46:57 Bossy's Best

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Adam Peacock and Glen Boss are joined by Rugby League legend Craig Gower for a cracking episode of Who’s The Boss?

From his early days at Penrith to captaining NSW and Australia, Gowie opens up about his incredible footy journey, life after the NRL, and what it takes to lead at the highest level.

The boys dive into the highs, the challenges, and the untold stories behind one of the game’s toughest competitors — plus plenty of laughs and classic yarns along the way.

00:00 Intro and race recaps

13:08 Craig Gower

17:30 Winning the comp in 2003

20:00 Gowie on Kangaroo Tours

24:15 Coaches through careers

27:27 Gowie and racing

31:45 The Gower's and Waller's

34:04 Jockeys and tipping

35:15 Cox Plate

36:43 Backing at Moonee Valley

39:30 Horses and athletes

41:00 Tackle technique

44:45 Worst preseason

46:55 2003 Dally M medal

52:52 Bossy's Best

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Join Adam Peacock and Glen Boss for a lively and insightful conversation with Jim Cassidy in a live show from the Woodstock Hotel, Rooty Hill.

Jim takes us through his extraordinary journey in the sport, from his early days in New Zealand to becoming one of Australia’s most celebrated riders. He reflects on his incredible career in the saddle, including his two Melbourne Cup triumphs, his partnerships with some of racing’s greatest horses, and the fierce rivalries and unforgettable moments that defined his legacy on the track.

With two of the biggest race days of the year approaching, Adam, Bossy, and Jim deliver a huge Raceday Preview for The Everest and the Caulfield Cup — breaking down the key runners, form lines, and storylines in what promises to be a massive weekend of Australian racing.

00:00 Live from Woodstock Hotel

01:35 Racing season

03:15 Evolution of the Everest

05:00 Caulfield Cup

06:00 Current era of racing

09:00 Rumours on horses

14:45 Why Jimmy picks Ka Ying Rising

16:25 The 1200m at Randwick

18:00 Dangers in the Everest

26:20 King Charles Stakes

30:00 Caulfield Cup preview

36:17 Jimmy Cassidy on Might n Power

41:44 Caulfield cup tips

46:28 Bossy's Best

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Join Adam Peacock and Glen Boss for an engaging and entertaining chat with Mark Geyer, one of Rugby League’s most passionate and larger-than-life figures.

Mark reflects on his incredible journey in the game, from his early days in Penrith to his rise as one of the NRL’s most fearless forwards. He opens up about his playing career with the Penrith Panthers, including his unforgettable role in their 1991 Premiership triumph, his time representing New South Wales in State of Origin, and the fiery moments that made him a fan favourite and a controversial icon of the sport.

Beyond his playing days, Mark talks about life after footy — from his transition into media and radio, to his work as a commentator, mentor, and advocate for the game. He shares personal stories about the highs and lows of his career, the lessons learned along the way, and the people and experiences that have shaped his life both on and off the field.

Throughout the conversation, Mark offers candid insights into the intensity of Rugby League, the challenges of balancing fame and family, and what keeps his love for the game burning strong.

With trademark humour, honesty, and heart, Mark and the team deliver a raw and powerful inside look at Rugby League, resilience, leadership, and the mindset it takes to stay true to yourself in one of Australia’s toughest arenas.

00:00 Intro

01:42 Who's The Boss? Live Show

09:14 MG joins the couch

12:40 Winning and losing grand finals

16:02 MG Kangaroo Tour

18:25 Life on the tour

21:48 Winning the comp

27:00 MG's red mist

28:30 MG flegg trial

34:04 Ups and downs of his career

37:37 MG and super league

41:00 Road back to penrith

42:40 Being a dad

46:26 Life after footy

47:06 MG's podcast

47:43 Triple M

54:30 Bossy's Best

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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, 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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Join Adam Peacock and Glen Boss for an engaging and insightful conversation with Sebastian Hutch. In this wide-ranging chat, Sebastian reflects on his remarkable journey in the industry.

He talks about his life and career at Inglis, his role as CEO of Bloodstock, and the challenges and opportunities that come with leading one of the most influential organisations in the industry. Sebastian shares stories from behind the scenes of a big operation such as Inglis, as well as the people and experiences that have shaped his path.

Along the way, he offers candid insights into the pressures and rewards of working at the highest level, the future of the thoroughbred industry, and what it takes to stay ahead in such a competitive space.

With humour, honesty, and perspective, Sebastian and the team provide a unique behind the scenes look at the world of elite racing, bloodstock, leadership and what it truly takes to succeed.

00:00 Intro

10:33 Sebastian Hutch and Warwick Farm

12:25 Back story of Inglis

15:38 Bella Nipotina $80,000

16:40 Group 1 winners from the Inglis yard

18:58 Bossy at the sales

20:15 Spectacle of being at the sales

23:20 Details in buying

25:00 Bossy knowing horses

29:10 Champagne pour

30:00 Makybe Diva sale

33:00 Best passed in horses

35:30 Online Auctions

37:30 Horse ownership and prices

41:20 Horses that haven't met their price

50:10 Bossy's Best

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Join Adam Peacock and Glen Boss for an in-depth and entertaining chat with Thoroughbred Horse Trainer Annabel Neasham. In this wide-ranging conversation, Annabel reflects on her incredible Journey and career in horse training. From her days in the UK to her life now in Australia and her accomplishments.

She shares stories from her career-defining moments on and off the track as well as the lessons learned along the way. Annabel also opens up about the pressures and rewards of being a trainer in the Horse Racing industry.

With trademark humour, honesty, and insight, Annabel and the the team offer a behind-the-scenes look at the world of elite equine training and what it takes to succeed.

00:00 Intro

01:38 Annabel Neasham

02:40 What's caught Annabel's eye so far

03:05 Bossy's eye catchers

05:30 Mr Brightside

06:00 Bossy and Annabel watch her race live (Ecclusive Artist)

08:00 Annabel and hunting in the UK and early career

12:08 Airtouch

13:08 Learning from Gai

15:55 State of horse ownership in Australia

19:13 2020 Sydney Cup

21:50 First appreciation of Bossy for Annabel

23:05 Going out on her own

28:50 Cox Plate and Zaaki

31:30 Ups and Downs of big race days

32:48 Drinking from the cups

34:30 Aus to UK racing (Melbourne Cup)

35:30 Warwick Farm Inglis

35:50 Sales of horses

38:38 Being on the road as a trainer

40:50 Bossy's Best

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Join Adam Peacock and Glen Boss for an in-depth and entertaining chat with rugby league great Kevin Walters. In this wide-ranging conversation, Kevin reflects on his incredible journey through the game. From his playing days with the Brisbane Broncos and Queensland Maroons to his transition into coaching at the highest level.

He shares stories from his career-defining moments on the field, including premiership wins, Origin battles, and the lessons learned along the way. Kevin also opens up about the pressures and rewards of coaching in the NRL, his leadership philosophy, and the passion that continues to drive him in the game he loves.

With trademark humour, honesty, and insight, Kevin offers a behind-the-scenes look at the world of elite rugby league and what it takes to succeed both as a player and a coach.

Tune in for a compelling conversation with one of the most respected figures in Australian rugby league.

00:00 Intro

07:04 Kevin Walters joins the couch

07:30 Kevy on the eave of Origin 3

08:50 The first State of Origin

10:28 Bossy celebrating with the Broncos

14:40 Rooming with Alfie

17:30 1989 Grandfinal

19:09 Going back to Brisbane

23:00 Alfie's Golden Slipper bet

25:30 Bossy's experiences with Wayne Bennet

27:40 Sneaking out on Wayne

30:48 Kevy's coaching career

33:54 Bellamy's best sprays

37:15 Coaching the Broncos

47:17 Kevy and the Broncos watching Bossy's Melbourne Cup

50:40 Wayne's tip sheet against the Dragons

52:20 Tommy Raudonikis

58:55 Bossy's Best

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Join Adam Peacock and Glen Boss as they sit down with champion jockey James McDonald for an engaging and wide-ranging conversation about his life, career, and rise to the top of the racing world.

In this episode, James opens up about his journey from a young rider in New Zealand to becoming one of the most dominant and respected jockeys in global racing. He reflects on career-defining wins, including his Melbourne Cup triumph, countless Group 1 victories, and memorable partnerships with some of the world’s best horses. James also shares behind-the-scenes insights into the life of a top jockey, the mental and physical demands of racing, and what drives his continued hunger for success.

With honesty, humour, and humility, James brings listeners into the heart of the sport and offers a rare glimpse into the mindset of a world-class athlete.

So sit back, plug in your headphones, and enjoy an unforgettable conversation with one of the finest jockeys of his generation.

00:00 Intro

00:55 JMac's recent travel schedule

03:29 Winning at Royal Ascot

05:20 Hints of greatness

06:05 JMac costing Bossy a Group One

10:10 James' highlight of 2025 so far and learning from mistakes\

13:00 When did jockeying become a career path?

14:14 When did you feel comfortable on a horse?

17:17 Being a horsemen

19:05 What separates JMac from the rest?

20:58 History of celebrating on horses

22:42 Very Elegant and James McDonald

24:30 Bossy's answer to why JMac is so good

26:10 JMac's preparation

29:30 Romantic Warrior

30:55 Riding in Saudi

35:10 Breakfast with the stars and the fall

40:00 James' love for breeding

45:10 Career numbers and future in racing

47:47 Bossy's Best

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Join Adam Peacock and Glen Boss as they sit down with Wallabies great Adam Ashley-Cooper for an engaging and wide-ranging conversation that dives into his life, legendary rugby career, and the strong connection he’s built with teammates and fans alike.

In this episode, Adam opens up about his incredible journey—from his early days in rugby to becoming one of the most capped Wallabies of all time. He reflects on the highs and lows of playing on the world stage, including his appearances in three Rugby World Cups, his time with the Waratahs and overseas stints in France and Japan, and the evolution of the game over the years. With trademark honesty and humour, Adam shares unforgettable stories from the locker room, tales of triumph and challenge, and what rugby has taught him on and off the field.

So sit back, plug in your headphones, and enjoy an unforgettable chat with one of Australian rugby’s most respected and entertaining figures.

00:00 Intro

04:42 Big race riders

09:33 Adam Ashley-Cooper joins the couch

14:18 British and Irish Lions on the way

15:05 Adam's first experience playing the Lions

17:25 Lions entourage

18:34 Joe Schmidt with the new group

23:12 What Nation of the Lions is the best to drink with?

25:33 Best thing about Rugby Union

28:12 Adam's career travels

29:44 What was better, France or Japan?

31:20 Playing in Japan

33:00 Playing in France

37:18 Arc de Triomphe story

40:46 Why was Winx so good?

42:35 Biggest asset to Adam's game

44:55 Comeback for classic Wallabies game

49:20 Australia's chances against the Lions

52:48 Hearing the crowd during a race

1:02:35 Bossy's Best

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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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Join Adam Peacock and Glen Boss as they sit down with the one and only Miracle Malcom Johnson for a wide-ranging conversation that dives into his life, his incredible career, and the unbreakable bond he and Bossy share.

In this episode, Miracle Malcom opens up about the highs and lows of his journey, his passion for the racing world, and plenty of hilarious and heartfelt stories from both sides of the track. Whether he’s reflecting on personal milestones or sharing wild yarns with Glen, Malcom delivers it all with honesty, humour, and genuine charm.

So kick back, throw on the headphones, and settle in for a rich and entertaining ride through the life and times of a true original.

00:00 Intro

02:25 Miracle Malcom Johnson

03:00 When Bossy and Mal met

05:37 Mal on League and how he got into Jockeying

08:32 Mal's racing style

11:01 Mal's career and Kingston Town

18:25 Winx v Kingston Town

20:45 Mal's champion horses

26:57 "Cox Plate is the best race"

29:05 Mal's saluting fine

32:54 The Getting Closer 100-1 story

40:32 What defines Miracle Mal?

41:21 Mal celebrating wins

44:44 Mal travelling during his career

49:56 Bossy's Best

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Join Adam Peacock and Glen Boss as they sit down with Canberra Raiders legend Jarrod Croker for a wide-ranging chat that covers everything from State of Origin game one, NRL war stories, a look into the wild world of trots and racing, as well as a look back into his career.

In this episode, Jarrod opens up about his journey through the highs and lows of top-tier footy, his passion for racing, some classic yarns from both sides of the track and some classic Ricky Stuart stories. Whether it's his on-field leadership or his off-field punting tales, Croker delivers in spades with insight, humour, and honesty.

So chuck the boots off, throw the headphones on, and tune out the world for a while as we dive into footy, the track, and the stories that bring them together — all through the eyes of a true Raiders great.

0:00 - Intro (Quick Origin Recap)

01:28 Bossy's half marathon and future running endeavours

03:49 Rosehill drama

07:05 Current state of racing crowds

09:21Jarrod Croker

09:40 Origin recap

13:32 Tackling Payne Haas, Fifita and Dave Taylor

16:28 Body post career and dealing with injuries during

18:41 Coaching in the NRL

20:47 Ricky Stuart as a coach

24:16 Bossy dealing with sprays on Raceday

24:56 Best Ricky Spray

25:30 Best mate Tommy Berry

30:31 Getting to the end of his career and 300th game

35:24 16 years old playing A grade bush footy

38:28 Canberra bus rides and the sick beat story

42:29 Love for Trotting

44:11 Family farm

45:02 Bossy's Best

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Season 4 of "Who's the Boss" is here with a stampeding adventure in horse racing! Join Adam Peacock and legendary jockey Glen Boss as they step onto the hallowed turf of Arrowfield Stud. With thousands of acres dedicated to the finest breeding, this iconic farm sets the stage for an in depth interview with Australian horse breeding royalty, John Messara.

John Messara shares insights into Arrowfield's journey since its establishment in 1985, highlighting its role in shaping the Australian thoroughbred landscape. The discussion covers the stud's commitment to breeding excellence, its renowned stallion roster—including the four-time leading sire Snitzel—and its contributions to producing elite racehorses. Messara also reflects on his personal journey from a young immigrant to a leader in the racing industry, offering a unique perspective on the intersection of passion, innovation, and tradition in thoroughbred breeding.

So kick your feet up, put your headphones on, disregard anything you're meant to be doing and allow us to take you deep into the world horse breeding and into the mind, backstory, and life of John Messara on the pristine land of Arrowfield stud.

0:00 - Introduction and Race Recap

0:13 - Recap of last week in Scone with Jim Cassidy

0:34 - Scone trip, golf, and race talk

0:47 - Bossy’s upcoming half marathon training

3:25 - Bossy’s most “stupid” sign-up — riding in Cox Plate

4:02 - The toll and recovery from that effort

5:27 - Peacock asks for nutrition tips

7:15 - Bossy’s memories of State of Origin

8:04 - Post-game celebrations and professionalism

9:44 - Bossy’s plans for matching jerseys

9:57 - Arrowfield Stud intro

10:46 - Interview with John Messara

11:05 - John's background and early racing days

12:01 - Breeding and bloodline strategies

14:03 - Danehill and Danzig bloodlines in Australia

17:01 - Buying Danehill amid economic recession

20:09 - Riders and breeding industry insights

22:01 - Key race moments and achievements

26:06 - Arrowfield’s facilities, challenges

27:04 - Selecting stallions and patience

29:17 - Favorite horses, breeding successes

32:50 - Sending horses to sales versus homebreds

35:17 - Changes in racing and breeding

36:11 - Industry support and international bloodlines

39:02 - Patience with young stallions and horses

40:11 - The patience needed for 2 & 3-year-old development

41:01 - International influences: Japanese racing, and bloodlines

58:55 Bossy's Best

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Get ready to kick off Season 4 of "Who's the Boss" with a galloping adventure in horse racing! Join Adam Peacock and legendary jockey Glenn Boss as they step out of the studio to explore the breathtaking Arrowfield Stud. With thousands of acres dedicated to the finest breeding, this iconic farm sets the stage for thrilling discussions and fresh air escapades. Feel the excitement as they delve into the serene world of equine champions, building anticipation for an in-depth chat with the master breeder himself, John Messara, next week.

The action heats up as we trot through Australia's vibrant racing scene—Scone's country races and Brisbane's winter carnival await! Tune in as Jim Cassidy, aka "Pumper," shares his predictions for the Scone Races and dish out insider scoops on favourites and long shots alike. Relive the romance of country carnivals, where spirit and racing heritage combine, and get ready to cheer as Bossy and Pumper recount their finest triumphs, from the legendary Rough Habit to their thrilling private aviation tales.

Rounding off with a barn-busting look at upcoming major circuits, explore the Winter Carnival’s top contenders and the unpredictable elements that shape the races. With stories of beloved horses and choice breeding tales, this episode is a race to the finish, complete with laughter, camaraderie, and pure racing passion. Don't forget to hit that like button and subscribe for more

adrenaline-fueled episodes right here!

Time Stamps

[00:00:08] - Season 4 Begins: Out of the Studio Adventure

Kicking off the new season from the breathtaking Arrowfield Stud.

[00:02:10] - The Heart of Horse Racing: Arrowfield Stud Tour

Explore the history and significance of one of the world’s premier breeding complexes.

[00:01:48] - Behind the Scenes: Trophy Rooms and Memories

Dive into a world of trophies and racing achievements with Jim Cassidy.

[00:06:10] - Country Carnivals: The Charm of Scone Races

Feel the unique vibe and embrace the community spirit of country racing.

[00:08:47] - Racing Legends: Stories from the Track

Hear legendary tales of unexpected rides and memorable wins in bush races.

[00:14:46] - Queensland Racing: Brisbane Winter Carnival Kicks Off

Discover the strategic importance of winter races for future champions.

[00:16:46] - Rough Habit Legacy: A Horse Like No Other

Relive the iconic moments and achievements of the legendary Rough Habit.

[00:25:40] - Bossy's Best: Upcoming Races and Betting Insights

Get insider tips and analyses for the Scone Cup and Doomben 10,000.

[00:35:47] - Sydney’s Racing Future: Controversial Developments

Discuss potential changes to racing venues and their impact on the industry.

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It’s the Season 3 finale of Who’s The Boss?—and we’re wrapping it up with laughs, champers, and a bloke who knows his way around a footy field and a farm fence. This week, Bossy and Adam are joined by one of Rugby League’s toughest tacklers and biggest personalities: Nathan Hindmarsh.

From life on the dairy farm to 330 NRL games with the Eels, Hindy takes us on a wild ride through footy, family, fatherhood - and how he ended up with more cows than trophies. He opens up about what made him a tackling machine, the pain of never winning a premiership, and why he preferred pre-season to the season itself.

We talk motorbikes, Man from Snowy River reenactments, and how he once missed a week of school for a BMX and a brown pair of jodhpurs. Plus, the secret to surviving Fletch, the science behind his freakish fitness, and how he once nearly joined the crusty demons.

So pour a glass of bubbly, settle in for a cracking yarn, and enjoy the chaos of our season finale with one of Rugby League’s most down-to-earth legends. This is Who’s The Boss?

TIMESTAMPS:

[00:00] - Welcome to the finale


Season wrap begins with adrenaline talk and red bull flying thrills

[04:31] - Bossy’s betting mindset


Trusting visuals over stats when tipping winners

[05:14] - Via Sistina’s rise to stardom


Is she the best mare since Winx? Bossy weighs in

[06:00] - Why mares dominate modern racing 

The science behind strong female champions on the track

[10:08] - Nathan Hindmarsh joins the show


Rugby League legend enters with signature humour

[12:06] - Life on the new farm


Hindy shares tales of cows, fences, and his wife’s no-slaughter policy

[14:20] - Growing up rural


Early days on a dairy farm and avoiding the milking pit

[20:39] - Hitting and being hit


His hardest tackles and the players who smashed him back

[23:29] - Hindy’s physical edge


How his body breaks down lactic acid like a machine

[27:33] - Falling into media post-retirement


How TV came naturally after footy—and why he can't coach

[32:27] - Carrying Parramatta’s legacy


The weight of chasing glory since the 1986 drought

[34:30] - Bossy’s devastating near-win


The time he lost the Melbourne Cup at the last moment

[40:37] - From the footy field to Fox Sports


Balancing serious analysis with comedy and chaos

[43:17] - Today's game: changes and challenges


Thoughts on rule changes, HIA protocols, and softer play

[46:14] - Loyalty vs offers


How hindy stayed with the Eels for 15 years

[47:33] - Horse riding, pony club, and jodhpurs


Hindy’s hilarious memories of fat ponies and tight pants

[53:22] - The truth about Fletch


Behind the comedy, he's sharp, savvy, and keeps hindy in work

[54:02] - Career pinch-me moments


Snowboarding, rhinos, and getting paid to clown around

[54:49] - The infamous pillow stunt


How a water launch turned into a punctured lung for Fletch

[60:10] - Champagne Stakes preview


Bossy breaks down two-year-old form and key race contenders

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This week, Bossy and Adam are joined by one of Rugby League’s most colourful characters and ultimate journeymen, James Maloney. A two-time Premiership winner, Origin victor, and international rep, Jimmy has done it all… and had a laugh doing it.

From humble beginnings in Orange, NSW, to crowd-surfing through Northies after breaking Cronulla’s 50-year premiership drought, Maloney dishes out tales from a footy career that saw him play under the game’s biggest names - Bellamy, Robinson, Cleary - and leave a lasting legacy at just about every club he touched.

We hear about the yogurt incident with Bellamy, goal-kicking under pressure, his time living the dream in the South of France, and how his “Goldfish Theory” helped him bounce back from intercepts and sprays from the coach - or the punters!

So grab your favourite French red, polish up that novelty key to the Shire, and settle in for a cracking episode with one of Rugby League’s most beloved personalities. This is Who’s the Boss?

TIMESTAMPS:

00:00:00 – Intro: Racing Highlights & Glenn Boss Kicks Off

Bossy and Adam Peacock open the episode with Randwick Championship Day reflections.

00:00:49 – Everest Contenders: Briassa's Rise

Discussion about sprint star Briassa's path to the Everest after winning the TJ Smith.

00:01:31 – Eliana Dominates the Derby

A look at a filly's standout performance against the boys and her future potential.

00:06:58 – $2.6M Yearling? Inside the Inglis Sales

Insights into the Easter Yearling Sales, including a record-breaking Zoostar filly purchase.

00:08:18 – Horse Sales Gamble: Educated Risk or Big Bet?

Bossy explains the logic behind million-dollar yearling investments and the breeding payoff.

00:10:23 – James Maloney Joins: A Rugby League Larrikin

James Maloney joins the show with laughs, stories, and insights from his wild rugby league journey.

00:12:39 – From Carpentry to Club Footy: Maloney’s Early Grind

How Jimmy went from apprentice carpenter to NRL player with no backup plan.

00:18:22 – Behind the Scenes: Playing for Bellamy at Melbourne

What it’s really like playing under Craig Bellamy’s intense but humorous coaching style.

00:31:13 – Building a Champion Team: Coaching Philosophy

Jimmy dives into coaching lessons, adapting strategies, and understanding team strengths.

00:34:07 – The Goldfish Theory: How to Let Mistakes Go

Why forgetting errors instantly is key to elite performance in both footy and racing.

00:36:34 – Sprays, Punters & Comebacks: Bossy’s Racetrack Tales

Jockeys versus owners, trainers, and punters—Bossy shares unforgettable post-race moments.

00:43:09 – Playing in France: Culture, Language & Family Life

Maloney talks life and league in France, his kids learning French, and escaping media noise.

00:47:08 – Horse Ownership: “The Mad Pirate” Chronicles

Jimmy’s brief adventure as a racehorse owner—and what happened to his steed.

00:49:04 – Keys to the Shire: Life After a Premiership

What it means to receive the “keys to the city” and life after footy glory in Cronulla.

00:53:16 – Group 1 Preview: Championships Day Two at Randwick

Bossy tees up a stacked Group 1 race day and what to watch for with the track conditions.

00:58:16 – Queen Elizabeth Stakes: Via Sistina’s Race to Lose?

Bossy evaluates the Cox Plate champ’s chances and highlights Buckaroo as a big value play.

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The Sydney Championships are here, and Who’s The Boss? is back with a special episode featuring one of racing’s most iconic jockeys - Jimmy “The Pumper” Cassidy.

Bossy and Jimmy sit down with Adam to relive their greatest Sydney racing moments, from Doncaster Mile glory to Derby heartbreaks. They swap stories of massive wins, near misses, and the legendary figures they rode for - including Bart Cummings, TJ Smith, and Gai Waterhouse. 

With $25 million in prize money on the line and a world-class field descending on Royal Randwick, we break down the history, the rivalries, and the magic of Sydney’s Grand Finals of racing.

So settle in, and enjoy this Sydney Champs special of Who’s The Boss?

Time Stamps

[00:00:00] - Welcome to Who's the Boss!

Introduction to the show and the excitement of race day.

[00:02:20] - Guest Introduction: Jim Cassidy Joins In

Introduction of special guest Jim Cassidy and his insights into racing.

[00:05:00] - Race Day Rituals: Preparing for the Big Event

Discussion on personal routines and preparations of jockeys for race day.

[00:08:30] - The Unique Challenges of Randwick Racecourse

Insights into navigating the track and key elements that influence racing outcomes.

[00:11:45] - Memorable Stories: Legends of Sydney Racing

Sharing personal anecdotes and experiences from legendary trainer TJ Smith.

[00:16:30] - Spotlight on the Doncaster: Key Horses and Predictions

A deep dive into the Doncaster race, discussing contenders and their chances.

[00:20:00] - Derby Day Insights: What Makes It Special

Exploring the significance of Derby Day and the unique aspects of the race.

[00:25:15] - Tips for Success: Jockey Strategies for Winning Races

Expert advice on strategies jockeys employ to ensure successful rides.

[00:29:30] - Special Guest Conversation: Memorable Derby Moments

Engaging discussion about notable moments experienced in past Derbys.

[00:33:00] - Closing Thoughts: Final Tips & Predictions for the Races

Wrap-up of key points from the episode and predictions ahead of the races.

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Golden Slipper Day - there’s nothing quite like it. The energy, the stakes, the thrill of seeing racing’s best battle for glory. And who better to break it down than elite jockey Blake Shinn?

Blake joins Bossy and Adam to relive the 2025 Golden Slipper, offering insights into race-day strategy, the pressure of the big stage, and what it takes to land a champion ride. From barrier draws to betting movers, track conditions to mental toughness, this episode dives deep into the makings of a Slipper-winning performance.

Bossy also reflects on some of racing’s greatest finishes, while Blake shares what separates a good horse from a true great. Plus, a look at rising stars set to take the industry by storm.

So, grab your form guide, find a good spot trackside, and enjoy another thrilling episode of Who’s the Boss?

TIMESTAMPS

[00:00:00] - Slipper Day Begins: A Racing Spectacle

Introduction to the episode and excitement around the Golden Slipper.

[00:02:10] - Meet the Hosts: Adam Peacock & Glen Boss

A quick introduction to Adam and Glen, setting the stage for the episode.

[00:04:15] - Golden Slipper 2025: The Atmosphere & Anticipation

Recapping the energy, crowd, and build-up to one of racing’s biggest days.

[00:07:40] - Race Day Strategies: How Jockeys Prepare

Insights into the physical and mental preparation required for race day success.

[00:11:05] - Key Moments from the 2025 Golden Slipper

A breakdown of the race highlights and what made it special.

[00:15:30] - The Winning Ride: Breaking Down the Champion’s Run

Analysis of the winning horse’s performance and key tactical moves.

[00:19:45] - Betting Insights: How to Spot a Winner

Understanding odds, market movers, and betting strategies for major races.

[00:23:20] - The Importance of Barrier Draws & Track Conditions

Exploring how track conditions and gate positions influence race outcomes.

[00:27:10] - Legendary Races & Unforgettable Finishes

Glen Boss reflects on some of the most memorable moments in racing history.

[00:31:50] - The Evolution of Horse Racing: Then vs. Now

How the sport has changed over the years, from tactics to training.

[00:36:20] - What Makes a Champion Racehorse?

Discussing the traits that separate good horses from all-time greats.

[00:40:15] - Behind the Scenes: Owners, Trainers & Jockey Dynamics

How relationships between trainers, jockeys, and owners shape race results.

[00:44:05] - Mental Toughness: The Psychological Game of Racing

The mindset required to perform under pressure at the highest level.

[00:48:50] - Bossy's Bold Predictions for Future Stars

Looking ahead at promising young horses and rising talent in the industry.

[00:53:30] - Advice for Young Jockeys & Racing Enthusiasts

Glen shares wisdom for aspiring riders and fans looking to get involved in racing.

[00:57:15] - Final Thoughts: The Magic of Race Day

Closing reflections on what makes race days special and why the sport continues to captivate fans.

[01:00:30] - What’s Next on Who’s the Boss?

A teaser for upcoming episodes and topics to look forward to.

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It’s Slipper time! With the world’s richest two-year-old race just around the corner, Who’s The Boss? welcomes a man who’s seen it all in Australian racing—Glenn Munsie. 

Bossy and Adam take a trip down memory lane as Munsie recalls his first day at the track, the heartbreak of not backing Makybe Diva, and the chaos of his car being stolen. We re-live some of the greatest Golden Slipper moments, including Bossy’s Flying Spur win in ’95 and Gai Waterhouse’s undeniable dominance. 

Plus, Munsie shares his best Slipper winners, a wild Kerry Packer trackside story, and the time John Singleton bet a million on Belle Du Jour—and then shouted the bar!

And, of course, we look ahead to the 2025 Golden Slipper. How will the race be run? Which barriers matter most? And who’s Munsie’s pick to take home the glory?

Settle in, and get ready for a Golden Slipper ride —this is Who’s The Boss?

TIMESTAMPS

[00:00:00] - Race Day Excitement: A Champion's Joy

Introduction and immediate highlight of racing excitement.

[00:01:50] - Meet the Hosts: Adam and Glenn Boss

Brief introductions to the hosts and context of the show.

[00:03:30] - The Lifelong Passion for Horse Racing

Glenn shares his family history and lifelong dedication to horse racing.

[00:07:20] - Memorable Racing Experiences: Grafton Carnival

Anecdotes about Glen's early experiences and memorable races.

[00:10:15] -THE 2025 GOLDEN SLIPPER RACE PREVIEW

Transition into discussing the Golden Slipper and its significance.

[00:14:05] - Horses to Watch: Insights from the Experts

Insights into key horses and insights shared by hosts regarding upcoming races.

[00:18:30] - Betting Insights: Understanding Odds and Favorites

Discussion on betting dynamics and assessing horse performance.

[00:24:00] - The Importance of Barrier Draws

Analysis of how barrier draws affect race outcomes.

[00:28:45] - Selecting the Winner: Bossy’s Best Picks

Key takeaways where Glenn shares his top picks for the Golden Slipper.

[00:49:00] - Final Thoughts on the Golden Slipper Weekend

Closing remarks and final insights before the race day.

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