Investopoly

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AI has moved from buzzword to investment obsession almost overnight. From semiconductors and data centres to software platforms and critical minerals, “the AI trade” has become shorthand for backing the companies expected to benefit most from this technological shift.
But before assuming today’s obvious winners will still look obvious in a decade, it’s worth revisiting the last time a world-changing technology captivated markets.
In this episode, Stuart unpacks what really happened during the dot-com bubble and where investors went wrong. The internet thesis was correct. The valuations were not. Many of the most celebrated companies of 2000 ultimately destroyed long-term shareholder value, despite the technology itself reshaping the world; only a handful adapted and endured.
He explores the parallels with AI today: sky-high expectations, capital flooding into perceived winners, and the growing belief that “this time is different.” We also examine why many of the true long-term winners may not yet exist, and why broad market exposure may already capture much of AI’s eventual impact.
Most importantly, Stuart explains why you don’t need to predict the winners to benefit. History suggests that trying to identify and then time the next dominant technology companies is far harder than it looks. Instead, a rules-based, diversified approach allows markets to sort winners from losers over time.
AI may well be the most significant technological advancement of our generation. But that doesn’t mean your investment strategy needs to change.
My new book out in 2026: To join the pre-order waitlist and get a bonus. More info go to: http://www.investopoly.com.au/book

Do you have a question for the podcast? Email us at [email protected].

If you're interested in working with my team and me, discover how we can work together here: https://prosolution.com.au/prospective-client/

If this episode resonated with you, please leave a rating on your favourite podcast platform.

Subscribe to my weekly blog: http://www.investopoly.com.au/email

Buy a one of Stuart's books for ONLY $20 including delivery. Use the discount code blog: https://prosolution.com.au/books/

IMPORTANT: This podcast provides general information about finance, taxes, and credit. This means that the content does not consider your specific objectives, financial situation, or needs. It is crucial for you to assess whether the information is suitable for your circumstances before taking any actions based on it. If you find yourself uncertain about the relevance or your specific needs, it is advisable to seek advice from a licensed and trustworthy professional.

In this Q&A episode, Stuart unpacks a series of high-stakes property and borrowing decisions from listeners at very different life stages, from a 24-year-old with rising income and growing capacity, to high-earning families juggling multiple investment properties and eyeing $3–4 million dream homes.
A central theme emerges: just because you can borrow more, doesn’t always mean you should. Stuart explores how to think about deploying large cash reserves, whether selling investment assets to fund a principal residence makes sense, and how to avoid eroding long-term optionality when upgrading lifestyle. He also tackles the “forever home” dilemma: buy now and risk stretching too far, or wait and risk being priced out?
For younger investors, the discussion turns to optimising borrowing capacity early, debt recycling, and the trade-offs between renovating, investing, and preserving flexibility. For established professionals approaching their 50s, Stuart examines timing decisions around relocating, selling the family home, and managing tax efficiency across structures like trusts and SMSFs.
This episode is a deep dive into strategic sequencing, how to align property decisions, leverage, and lifestyle goals without compromising long-term financial independence.
My new book out in 2026: To join the pre-order waitlist and get a bonus. More info go to: http://www.investopoly.com.au/book

Do you have a question for the podcast? Email us at [email protected].

If you're interested in working with my team and me, discover how we can work together here: https://prosolution.com.au/prospective-client/

If this episode resonated with you, please leave a rating on your favourite podcast platform.

Subscribe to my weekly blog: http://www.investopoly.com.au/email

Buy a one of Stuart's books for ONLY $20 including delivery. Use the discount code blog: https://prosolution.com.au/books/

IMPORTANT: This podcast provides general information about finance, taxes, and credit. This means that the content does not consider your specific objectives, financial situation, or needs. It is crucial for you to assess whether the information is suitable for your circumstances before taking any actions based on it. If you find yourself uncertain about the relevance or your specific needs, it is advisable to seek advice from a licensed and trustworthy professional.

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Financial modelling has become a powerful sales tool across the wealth industry, especially in property investing. In this episode, Stuart unpacks why slick projections and long-term forecasts can look compelling, yet still lead investors in the wrong direction.
He explains a simple but critical truth: models don’t reveal the future, they reflect assumptions. And when the person building the model also benefits if you transact, those assumptions deserve serious scrutiny. He explores how optimistic growth rates, understated costs, and smooth “straight-line” returns can quietly transform modelling from a decision tool into a persuasion tool.
You’ll learn why sequence risk matters more than most projections admit, how rental and cash-flow assumptions are often overstated, and why strategies that rely on early growth are inherently fragile. Stuart also breaks down execution risk, borrowing capacity, credit policy changes, interest-only rollovers, and why many strategies fail not on paper, but in practice.
Finally, he explains how high-quality modelling should really be used: stress-tested, conservative, evidence-based, and compared against credible alternatives. If you’re presented with a model that promises certainty, this episode will help you ask the right questions and avoid buying an outcome that only works in a spreadsheet.
My new book out in 2026: To join the pre-order waitlist and get a bonus. More info go to: http://www.investopoly.com.au/book

Do you have a question for the podcast? Email us at [email protected].

If you're interested in working with my team and me, discover how we can work together here: https://prosolution.com.au/prospective-client/

If this episode resonated with you, please leave a rating on your favourite podcast platform.

Subscribe to my weekly blog: http://www.investopoly.com.au/email

Buy a one of Stuart's books for ONLY $20 including delivery. Use the discount code blog: https://prosolution.com.au/books/

IMPORTANT: This podcast provides general information about finance, taxes, and credit. This means that the content does not consider your specific objectives, financial situation, or needs. It is crucial for you to assess whether the information is suitable for your circumstances before taking any actions based on it. If you find yourself uncertain about the relevance or your specific needs, it is advisable to seek advice from a licensed and trustworthy professional.

In this in-depth Q&A episode, Stuart works through a series of listener questions that all circle the same tension: how to make confident investment decisions when time feels limited and past mistakes still loom large. The discussion spans mid- to late-career investors grappling with whether to buy “one last” investment property, double down on super, or simply focus on debt reduction and lifestyle flexibility.
Stuart unpacks the risks of short investment timeframes, especially when borrowing heavily later in life, and explains why asset quality, structure, and optionality matter far more than chasing growth to make up for lost time. Several listeners reflect on missed opportunities and underperforming assets, prompting a broader conversation about opportunity cost, regret, and how to avoid repeating the same mistakes emotionally rather than strategically.
The episode also explores realistic retirement planning for couples approaching their 50s, including whether investment property still has a role, how to weigh certainty versus upside, and when paying off the family home may be the most underrated investment of all. Across shares, property, and super, Stuart reinforces the importance of aligning strategy with temperament, cash flow resilience, and life goals, not just spreadsheets.
It’s a candid, grounding episode for anyone wondering whether they should take one more swing or finally simplify and consolidate.
My new book out in 2026: To join the pre-order waitlist and get a bonus. More info go to: http://www.investopoly.com.au/book

Do you have a question for the podcast? Email us at [email protected].

If you're interested in working with my team and me, discover how we can work together here: https://prosolution.com.au/prospective-client/

If this episode resonated with you, please leave a rating on your favourite podcast platform.

Subscribe to my weekly blog: http://www.investopoly.com.au/email

Buy a one of Stuart's books for ONLY $20 including delivery. Use the discount code blog: https://prosolution.com.au/books/

IMPORTANT: This podcast provides general information about finance, taxes, and credit. This means that the content does not consider your specific objectives, financial situation, or needs. It is crucial for you to assess whether the information is suitable for your circumstances before taking any actions based on it. If you find yourself uncertain about the relevance or your specific needs, it is advisable to seek advice from a licensed and trustworthy professional.

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Conflicts of interest are everywhere in financial services, but the most influential ones are often the least visible. In this episode, Stuart unpacks the hidden incentives that can quietly shape whether investors are steered toward property, shares, or a particular strategy, even when advice is well-intentioned.
He explains why conflicts don’t require dishonesty to matter, how incentives can shape beliefs over time, and why familiarity bias plays a much bigger role in advice than most people realise. Stuart also explores the structural differences between property and share investing, and why those differences can influence whether an adviser benefits from ongoing involvement or not.
You’ll learn how confirmation bias, personal success stories, and business models can all colour recommendations, and why certainty is not always a sign of quality advice. Most importantly, he outlines practical ways investors can recognise potential conflicts, ask better questions, and assess whether advice is genuinely balanced and fit for purpose.
If you’ve ever wondered why different advisers can look at the same situation and recommend completely different paths, this episode will help you understand what’s really going on beneath the surface.
My new book out in 2026: To join the pre-order waitlist and get a bonus. More info go to: http://www.investopoly.com.au/book

Do you have a question for the podcast? Email us at [email protected].

If you're interested in working with my team and me, discover how we can work together here: https://prosolution.com.au/prospective-client/

If this episode resonated with you, please leave a rating on your favourite podcast platform.

Subscribe to my weekly blog: http://www.investopoly.com.au/email

Buy a one of Stuart's books for ONLY $20 including delivery. Use the discount code blog: https://prosolution.com.au/books/

IMPORTANT: This podcast provides general information about finance, taxes, and credit. This means that the content does not consider your specific objectives, financial situation, or needs. It is crucial for you to assess whether the information is suitable for your circumstances before taking any actions based on it. If you find yourself uncertain about the relevance or your specific needs, it is advisable to seek advice from a licensed and trustworthy professional.