The Winner's Playbook
The Winner’s Playbook is your go-to podcast for real talk about money, careers, success and the challenges along the way.
Hosted by financial advisers Josh and Billy, we break down the financial world in a way that’s clear, relatable and actually enjoyable to listen to.
Whether you’re trying to grow your wealth, make smarter money moves, level up your career, or just figure out what success looks like for you, we’ve got you covered.
No boring lectures, no complicated jargon - just straight-up conversations that help you win in life and money.
New episodes drop every week, so hit follow and join us for practical advice, honest insights and maybe even a few laughs along the way.
Episodes
93 episodes
2026 Is the Year Your Money Habits Finally Change!
Most people have good money intentions, but few turn them into habits that last. In this episode of The Winner’s Playbook, Josh and Billy break down simple financial systems you can actually stick to.They cover a practica...
•
Episode 93
•
38:20
.png)
Why DroneShield crashed and how to protect yourself from the same mistakes!
Why betting big on a single stock can backfireWhen a single stock skyrockets, it’s easy to get caught up in the hype. But what happens when it all comes crashing down? In this episode of The Winner’s Playbook
•
Episode 92
•
26:11
%20ep%2092.png)
Confused About Aged Care? Listen Up
Aged care isn’t something most people want to think about, but when the time comes, families are often caught off guard. In this episode of The Winner’s Playbook, Billy is joined by Daniel McCarthy from Sky Advi...
•
Episode 91
•
36:35
.png)
Stop parking cash in the wrong place, start earning more without extra risk!
Cash isn’t just for emergencies: How to make your money work harderGot cash sitting in your account doing nothing? In this episode of The Winner’s Playbook, Josh and Billy break down how to make your...
•
Episode 90
•
32:29
%201.png)
How Aussies are using debt to build wealth (without going broke)
Gearing: how to use debt to grow your wealth (without blowing it all up)Gearing sounds risky, but done right, it can fast-track your path to wealth. In this episode of The Winner’s Playbook, Josh and Billy break down exac...
•
Episode 89
•
37:24
Are you paying too much for insurance? Here’s how to fix it
Cutting insurance costs without cutting cornersHome, car, health, life, trauma, income protection... insurance is one of those things you need but hate paying for. And with premiums on the rise, a lot of people are asking, "How ca...
•
Episode 88
•
37:39
%20ep%2088.png)
Moving back to Australia? Don’t fall for these expat financial traps
Coming home? What returning expats need to know about tax, super and moneyIf you’re an Aussie moving back after a stint overseas, this episode is your essential money checklist. Josh and Billy dive into what you need to know befor...
•
Episode 87
•
31:25
What do the new Super changes mean for you?
Confused about what the new super tax changes really mean?In this episode of The Winner’s Playbook, Josh and Billy unpack the latest changes to the controversial Division 296 tax and what they mean for Australians with large supe...
•
Episode 86
•
36:18
.png)
The Truth About Investing in Gold (What Most People Miss)
Gold just hit record highs… but is it too late to buy?The price of gold just smashed through an all-time high, and suddenly everyone wants in. But is this a smart move or classic FOMO?In this episode of The Winner’s ...
•
Episode 85
•
23:25
%20ep%2085.png)
What every Aussie should know before moving to Singapore
Moving to Singapore? What Aussies need to know about tax, residency and expat lifeThinking about making the move to Singapore? Whether it is for a career opportunity, lifestyle change, or lower taxes, there is a lot more to it tha...
•
Episode 84
•
49:20
.png)
This is how scammers know exactly how to hook us
𝗪𝗼𝘂𝗹𝗱 𝘆𝗼𝘂 𝗳𝗮𝗹𝗹 𝗳𝗼𝗿 𝗮 𝘀𝗰𝗮𝗺? 𝗛𝗲𝗿𝗲’𝘀 𝗵𝗼𝘄 𝘁𝗼 𝘀𝗽𝗼𝘁 𝗼𝗻𝗲 𝗯𝗲𝗳𝗼𝗿𝗲 𝗶𝘁’𝘀 𝘁𝗼𝗼 𝗹𝗮𝘁𝗲! Scams and hacks are getting more sophisticated every day. From phishing texts and deepfake video calls to fake investment platforms and remote access attacks, i...
•
Episode 83
•
24:08
%20ep%2083.png)
Sold a car, got a bonus, or an inheritance? Here’s the smart play.
Sold a car? Got a bonus? Received an inheritance? A sudden lump sum can be a massive opportunity, but if you don’t have a clear plan, it’s easy to waste it or make the wrong moves.In this episode, Josh and Billy break down what to do wh...
•
Episode 82
•
24:47
.png)
The ETF cheat sheet that makes investing simple
ETFs made simple: how to build a strong investing foundationETFs have become one of the easiest and most effective ways to start investing, but with thousands to choose from, it can get overwhelming fast. In this episode of Th...
•
Episode 81
•
33:22
.png)
The US advice model vs Australia: here’s what we do better
The US insider takeaways every Aussie investor should knowBilly’s just back from a whirlwind trip through Harvard, MIT, New York and LA, meeting with some of the biggest fund managers in the world. In this episode, Josh and Billy ...
•
Episode 80
•
33:23
.png)
Ever wondered what a financial adviser actually does?
What a good financial adviser should actually help you withThere’s a lot more to financial advice than just picking a few shares or tweaking your super. In this episode of The Winner’s Playbook, Josh breaks down the eight...
•
Episode 79
•
25:56
.png)
Can you really buy a $1.5M home with 5% deposit?
New first home buyer rules are here. What you need to knowMassive changes are coming for first home buyers, and they’re hitting sooner than expected. In this episode of The Winner’s Playbook, Josh and Bil...
•
Episode 78
•
29:46
Is rentvesting the new Australian dream?
Why rentvesting is the strategy more buyers are choosing nowCan’t afford to buy where you want to live? You’re not alone. With property prices climbing fast in major cities, more Australians are turning to rentvesting, a strategy ...
•
Episode 77
•
23:50
Why your tax refund isn’t free money (and how to actually use it)
Tax time rolls around, the refund hits your account… and for most people, it’s gone just as fast. In this episode of The Winner’s Playbook, Josh and Billy unpack why so many Aussies waste their tax refund and what smarter, more strateg...
•
Episode 76
•
26:19
.png)
No trust fund, no problem: how to start from scratch
You don’t need a head start: how to build wealth from scratchThink you need rich parents to get ahead financially? Think again. In this episode of The Winner’s Playbook, Josh and Billy dive into what it really takes to bu...
•
Episode 75
•
29:14
%20bruzz.png)
Why strict budgets don’t work (and what to try instead)
Why most budgets fail and what to do insteadBudgets are one of the most common financial tools out there, but let’s be honest, most people can’t stick to them. In this episode of The Winner’s Playbook, Josh and Billy brea...
•
Episode 74
•
22:29
Wills, inheritance & tough talks: getting real about family money
Talking to your parents about money, wills & what comes nextIn this episode of The Winner’s Playbook, Josh is joined by Carlo, a Senior Mortgage Brokers from Link Wealth Finance, for a conversation that many avoid but absolute...
•
Episode 73
•
29:07
Moving to Australia? Don’t make these financial mistakes
If you're in Australia on a visa, you might be wondering what you can and can't do with your money. The rules can feel like a minefield, but there are smart ways to make progress if you know how to play it.In this episode, Billy s...
•
Episode 72
•
23:18
Is leaving a secure job worth the risk?
Thinking about changing careers but worried about the money side of it?In this episode, Josh and Billy break down how to make a career change without blowing up your finances. They cover what to expect if you’re taking a pay cut, ...
•
Episode 71
•
23:44
Is there a death tax in Australia? The truth about super and tax
No one likes thinking about what happens when they die, but sorting it out now can save your family a world of stress later.In this episode, Josh and Billy break down everything you need to know about estate planning. They cover w...
•
Episode 70
•
30:24
Money in relationships: together or separate?
Combining finances with your partner can be a game-changer or a total mess if you’re not on the same page.In this episode, Billy and Steve break down the real-world pros and cons of combining money in a relationship. They talk thr...
•
Episode 69
•
29:04