business
Hosted by The Winner · business · EN-US
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.
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Contact path
Verified email
Booking probability
35%
Guest openness
Selective
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Signup to Generate a PitchThe 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.
The Winner's Playbook is hosted by The Winner. The show has published 131 episodes to date.
Recent episodes include "Pay down the mortgage or invest?" (21 October 2026, 43 minutes), "What happens after your TPD payout?" (13 October 2026, 28 minutes), and "How commercial property actually works" (23 September 2026, 54 minutes).
The Winner's Playbook publishes roughly weekly, with episodes averaging 40 minutes across 131 episodes.
Booking probability for The Winner's Playbook is 35%, and the host is rated Selective on guests. The Winner's Playbook requires a Pod Score of 80 or higher. The Winner's Playbook's contact route on record: verified email.
The strongest fits for The Winner's Playbook are Investing & Wealth Management and Investment Banking & Trading. The Winner's Playbook has a business audience.
The Winner hosts The Winner's Playbook, a business podcast with 131 episodes published.
Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.
Episode #131
Send us Fan Mail Paying down debt, investing and the property market With interest rates rising and property prices falling, is it better to pay down your mortgage or keep investing? In this episode of The Winner’s...
Episode #130
Send us Fan Mail A TPD payout is not the end of the process A total and permanent disability claim can provide a major financial lifeline, but the payout is only the start of the next set of decisions. In this solo...
Episode #128
Send us Fan Mail Commercial property, healthcare assets and social infrastructure Commercial property is getting more attention, but it is a very different world to residential investing. In this episode of The Winner’s...
Episode #127
Send us Fan Mail Tax havens, private credit and super access More Australians are starting to think seriously about tax, residency and where their money is actually being invested. In this episode of The Winner’s...
Episode #126
Send us Fan Mail Property, TPD payouts and real client strategy Sometimes the best way to understand financial advice is through real client scenarios. In this episode of The Winner’s Playbook , Josh and Billy unpack...
Episode #125
Send us Fan Mail Business structures, GST traps and Div 7A loans Starting a business is exciting, but getting the structure wrong early can create expensive problems later. In this episode of The Winner’s Playbook...
Episode #124
Send us Fan Mail Money myths, super and smarter wealth decisions Is financial advice really too expensive, or is the bigger risk making poor decisions without it? In this episode of The Winner’s Playbook , Billy is...
Episode #123
Send us Fan Mail Super death tax, TPD payouts and the age pension problem Superannuation can be one of the most tax-effective ways to build wealth, but many people do not realise there can still be tax waiting inside...
Send us Fan Mail Private markets, business pressure and managing a big lump sum Private markets are usually reserved for the wealthiest investors, large super funds and institutions, but should everyday investors have...
Episode #121
Send us Fan Mail Market moves, redundancies and building a personal brand The Australian share market has lagged behind the US, tech has continued to dominate globally, and investors are being reminded why...
Send us Fan Mail Property investing after the Budget Property investing is changing, but that does not mean the opportunity has disappeared. In this episode of The Winner’s Playbook , Josh is joined by Kev Tran from KTG...
Episode #119
Send us Fan Mail Trust changes, tax reform and what Australia should fix Australia’s tax system is changing, and family trusts are now firmly in the spotlight. In this episode of The Winner’s Playbook , Josh and Billy...
Send us Fan Mail Investing for your kids without getting the structure wrong Investing for your kids sounds simple, but once you start looking at tax, account structures, ownership and what happens when they turn 18, it...
Episode #117
Send us Fan Mail Who has it harder when building wealth today? Is it harder for younger Australians to build wealth today, or are there more opportunities than ever before? In this episode of The Winner’s Playbook...
Episode #116
Send us Fan Mail Moving offshore, tax residency and the expat opportunity With major tax changes being proposed in Australia, more business owners, investors and professionals are asking the same question: should I...
Send us Fan Mail Business growth, bank debt and making better capital decisions Running a business is not just about growth. It is about knowing where to put your capital, when to take on debt, who to back, and how to...
Episode #114
Send us Fan Mail Testamentary trusts, direct shares and the retirement question Testamentary trusts are back in the spotlight after the government walked back part of its proposed trust tax changes, and it could matter...
Episode #113
Send us Fan Mail SpaceX, employee shares and the Melbourne property question SpaceX has listed, the share price has already jumped, and thousands of current and former employees have reportedly become millionaires on...
Send us Fan Mail Negative gearing, rising rates and lazy bank deposits The property market is shifting, interest rates are back under pressure, and Australia’s big banks are sitting on billions in deposits paying...
Send us Fan Mail SpaceX could be heading for one of the biggest IPOs in history, and even if you never buy the shares directly, there’s a good chance you could still end up exposed through your super, ETFs, managed...
Recent guests on The Winner's Playbook. Study who booked and why before you pitch.
nominated #1 Buyer's Agent in Australia for 2024 by REB, Kev Tran Group
UND women's basketball assistant coach, Link Wealth Accounting
Acting Director of the Area Agency on Aging, Open Source Developer Advocate
happiness researcher and workplace consultant, BU Happiness College
PitchCentric classifies The Winner's Playbook under these industries. Guests from them are the closest fit, and each links to the best podcasts in that industry.
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