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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Who’s the Boss? has returned for a third season and in episode three we are treated to one of the greatest to ever play Rugby League, Steve “Beaver” Menzies. Manly’s silky second rower sits down with Glen Boss and Adam Peacock to discuss life after footy, his one and only foray into horse Ownership and the one year he didn’t back number 11 in the Melbourne Cup.

Beaver also gives us a great insight into his new career as a Mortgage Broker giving some sound financial advice as well as some wise words on the current global situation. It’s an unexpected twist in a very enjoyable conversation.

So pour yourself a glass of your favourite gatorade, strap on your Albion headgear, throw on your Wormald Sea Eagles Jersey and enjoy another great episode of Who’s the Boss?

00:06 - Hello and Welcome

08:03 - Thanks to our Sponsor AirTouch

10:34 - Welcome STEVE MENZIES

12:44 - Adjusting to Life after footy

14:53 - Time management for professional athletes

16:22 - All footy players get married in October

17:41 - Beavers one Rugby Union game

19:38 - Beaver’s favourite part of footy.

21:56 - The Infamous 1994 Kangaroo Tour 

26:24 - The Super League years 

31:47 - Could Beaver tackle a horse?

32:04 - Great advice for young athletes

34:33 - Bossy living in Hong Kong

35:47 - Playing with Cliffy Lyons 

29:10 - Beavers Financial advice

42:04 - Thoughts on Bitcoin

44:52 - Who gave you him the nickname Beaver?

46:19 - Beavers Horse owned a horse

50:04 - Beaver not betting on number 11 in the Melbourne Cup

53:41 - Thanks to International premier events

54:42 - BOSSY’S BEST

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Who’s the Boss? has returned for a third season and in this episode the three time back to to back winner of the Miracle Mile Luke McCarthy joins Bossy and Adam on set to talk through the subtleties of harness racing, his time competing in the USA and also his dream of one day training thoroughbreds.

Bossy and Luke both have the distinction of winning Australia’s most prestigious thoroughbred and harness races three times and they sit down to discuss the pressures leading into the race as well as the relief after lifting the trophy for a third consecutive time. It’s a wonderful chat between two true pioneers of their respective sports.

So, sit back, relax, pour yourself a cup of your favourite tipple, turn the volume up and enjoy another exceptional episode of Who’s the Boss?

00:00 - Hello and Welcome

00:30 - Bossy’s successful weekend

05:12 - Thanks to our sponsor AirTouch 

07:05 - Where you can find us on the socials

11:19 - Bossy’s April Fools joke 

11:57 - Bossy would love to have a go at a harness race

14:39 - Luke’s brothers over in the USA

15:25 - Luke winning a race in the USA

22:19 - Harness race crashes 

24:15 - The difference in the training for trotters and thoroughbred

25:06 - Luke’s favourite jockeys 

26:13 - Luke wanting to get into horse training

27:21 - What's it like finding a good horse in harness racing?

28:21 - Success with King of Swing

31:27 - Luke training horses with his wife

32:24 - The amazing Dexter Dunn 

32:55 - Harness racing in Sweden and America

33:27 - Bjorn Goop from Sweden

35:58 - Luke wants to continue to live in Australia

38:28 - Thanks to our Sponsor IPE - International Premier Events

39:51 - BOSSY’S BEST

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Who’s the Boss is back for Season 3! And who better to kick start us than a man who put on the pads and strolled out to the crease 128 times for his Country. That’s right, Mark “Junior” Waugh swings past the studio to Join Bossy and Adam to chat about his two great loves, his Donkey “Bully” and Horse Racing…oh and there is a sprinkle of cricket in there as well.

Being married to horse trainer Kim Waugh, Junior is well versed in the fast paced world of racing and he regails us with tails of getting out deliberately while playing for Bankstown to watch the Cox Plate and more impressively, pausing a Sheffield shield match against Western Australia to watch the Melbourne Cup on the Big Screen at the SCG!

So if you have a love for all things equine and passion for Aussie sporting greats, pop on your most comfortable silks, strap on your finest riding boots, sit back in the saddle and enjoy Episode 1 of Season 3 of Who’s the Boss!

00:00 - Hello and Welcome

01:00 - Bossy at Liv Golf with Bubba Watson

03:26 - Saudi Cup - James Mcdonald - Good

05:03 - Thanks to our Sponsors - Airtouch 

07:20 - Welcome MARK WAUGH

09:50 - Are you happy with where your life is right now?

10:51 - Privileged position playing fro Australia

12:02 - The team that won 16 test matches in a row

14:48 - The Aussie Cricket team touring in the UK

18:22 - What was it like facing a pissed off Curtley Ambrose

19:27 - Bossy when he started as a Jockey

20:17  -Where did your love of racing come from?

23:09 - Superimpose is Mark Waugh’s all time favourite horse

24:30 - Cricket story on Cox Plate day 

26:37 - Super Impose paraded when he retired

29:50 -Junior’s wife Horse Trainer Kim Waugh 

30:25 - Bully the Donkey 

36:13 - How did Junior train yourself with reaction time in terms of fielding?

37:31 - Paying Cricket on Melbourne Cup day - 

41:44 - How would you go with Franchise Cricket like the IPL?

45:13 - When was your favourite day at a race track?

47:49 - Thanks to our sponsors IPE

49:19 - Bossy’s Best

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We’re wrapping up season two with one of Australian sports most loved media personalities, Darryl ‘The Big Marn’ Brohman. Nothing is off limits in this episode as Bossy, Adam and Big Marn chat race day wins, living with Gus Gould, a very short coaching career PLUS owning a horse with Laurie Daley. This is ‘Who’s The Boss?’

00:00 - CHRISTMAS SEASON

05:40 - THE BIG MARN

06:48 - COACHING CAREER 

14:48 - PLAYING AT BELMORE

20:39 - LIVE WITH GUS GOULD

24:24 - THE MEDIA AND WORKING WITH FATTY

34:32 - PETER V’LANDYS

39:23 - BIG MARN’S LOVE OF HORSE RACING

45:55 - OWNING A HORSE

50:54 - RED CADEAUX 

55:40 - LIFE IN THE MEDIA

01:01:00 - INTERVIEW REACTION

01:02:23 - BOSSY’S BEST WEEKEND PREVIEW 

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He’s a two-time Premiership winner with the Sydney Swans and still one of the nicest and most humble blokes going around, Jude Bolton joins the podcast for another packed show. This week Bossy, Adam and Jude chat playing fearless, the toughest jockeys and footy players, and why you never bet against Bossy! This is ‘Who’s The Boss?’

00:00 - Intro

01:00 - Hong Kong last weekend

07:33 - Special Guest Jude Bolton

15:20 - Jude’s love of racing

20:10 - Playing tough from a young age

23:35 - Concussions

28:10 - Bravest jockeys and footy players

33:25 - Footy getting faster

37:30 - Negotiating contracts

41:30 - Jude’s thoughts on the current Swans

43:05 - Jude’s tip in the Spring of ‘05

41:51 - Interview recap

50:35 - Bossy’s Best weekend predictions

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Adam and Bossy are joined by Wallabies great and absolute legend, Matt Burke. This week the guys chat epic wins on the punt, how to make an impression on the royals and getting under the skin of your opposition. This was a fun one. This is ‘Who’s The Boss?’

LOG:

0.00 - INTRO

2.30 - BOSSY THE ORACLE

5.53 - MATT BURKE SPECIAL GUEST

7.30 - 1999 WORLD CUP ON A PLANE

10.45 - WALLABIES TOUR

15.20 - RUGBY LEAGUE CHASING BURKEY

20.00 - HANDLING CRITICISM FROM FANS

22.30 - MEETING ROYALTY

32.50 - MORGAN TURINUI’S BIG WIN DURING THE WORLD CUP

41.00 - SLEDGING IN SPORT

47.10 - STATE OF AUSSIE RUGBY

50.00 - INTERVIEW RECAP AND BOSSY’S BEST

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With the most famous surname in the world of horse racing, James Cummings has followed in the footsteps of his iconic Grandfather, Bart. As head trainer at Godolphin and with 50 G1 wins, James continues to carve out his own pages in the history books. This week Bossy, Adam and James chat training techniques, what makes a champion and lessons from his Grandfather. This is ‘Who’s the Boss?’

Log

1.40 - Weekend Recap

6.12 - James Cummings Special Guest

13.30 - Bossy’s work with Bart Cummings

16.20 - Godolphin

21.10 - Training Techniques

27.20 - Bossy and James Work together

32.30 - Old School vs New School training

37.15 - Precision of Professional jockeys

44.00 - The races that determine future potential

46.00 - Bart Cummings

51.20 - Balancing Life and Racing

54.15 - Quickfire Questions

57.35 - Interview Recap

1.02.45 - Bossy’s Best Weekend Preview

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