REVEALED: THE BIGGEST BLOCKERS TO PROPERTY SUCCESS
A clear strategy matters more than a high income, say two of Australia’s top property experts.
A clear strategy matters more than a high income, say two of Australia’s top property experts.
When it comes to property investing, most people don’t fail because they picked the wrong suburb or mistimed the market. They fail before they even begin — not from bad decisions, but from the wrong beliefs.
Property commentators Bryce Holdaway and Ben Kingsley say mindset is often the biggest barrier, not money or opportunity. After two decades advising Australians on how to build wealth through property, and being investors themselves, they’ve seen how a few common myths can keep people stuck on the sidelines.
Here, they break down the six most damaging beliefs holding Australians back and reveal the mindset shifts that could make all the difference.
This is the most common belief that holds people back. Many assume property investing is reserved for high-income earners or people who already have significant wealth.
In reality, wealth is built by what you do with your income, not how much you earn. Holdaway and Kingsley have worked with teachers, tradies, nurses and young professionals who all started with modest savings. The difference? They followed a strategy aligned to their goals, avoided spruikers, and played the long game. You don’t need to be rich — just intentional.
Education matters, but perfectionism is progress’s worst enemy. They’ve met countless people stuck in a loop of reading books, attending webinars, and watching YouTube videos — and never taking the first step.
Property investing is a marathon, not a sprint. You don’t need all the answers before you begin. You need a clear goal and a trusted process.
We hear this every time the market rises. And yet people were saying the same thing 10, 20, even 30 years ago.
The truth? The best time to invest was yesterday — the second-best time is today. Property rewards time in the market, not timing the market.

Every investment carries risk, but inaction driven by fear is often the greater danger. In Australia, property represents more than investment; it’s stability, aspiration, and security.
Yes, buying the wrong asset in the wrong place is risky. But that’s a reason to get educated, not a reason to avoid the market altogether. When you buy investment-grade property in a good location with a long-term view, risk becomes manageable. You’re not gambling — you’re making a calculated decision.
Some investors chase a big portfolio. But the truth is, you only need enough income to live the life you want — and that often comes from two or three high-performing properties.
The authors have seen small, strategic portfolios outperform larger ones built on volume. It’s not about how many properties you own — it’s whether they’re working for you.
You’re never the wrong age to shape your financial future. Young investors often underestimate their greatest asset — time. Older Australians worry they’ve left it too late. But Holdaway and Kingsley say they’ve worked with people in their 40s and beyond who’ve built strong passive income streams later in life.
It’s not about age. It’s about clarity, action and alignment with your goals.
Bryce Holdaway and Ben Kingsley are co-authors of How to Retire on $3,000 a Week: The Property Couch’s Playbook for Passive Property Investing (Major Street Publishing RRP $32.99). They are two of Australia’s leading voices in property.
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The megamansion was built for Tony Pritzker, heir to the Hyatt Hotel fortune and brother of Illinois Gov. JB Pritzker.
The megamansion was built for Tony Pritzker, heir to the Hyatt Hotel fortune and brother of Illinois Gov. JB Pritzker.
One of the priciest homes for sale in the Los Angeles area just got $40 million knocked off its listing price.
The Beverly Hills megamansion is now listed for $135 million, the highest asking price on the open market in Los Angeles County.
One other property , in Bel-Air, is also asking $135 million after a similar-sized price cut last month.
“It’s time (for the sellers) to move to the next chapter…They’re ready to pass the torch,” said Kurt Rappaport of Westside Estate Agency, who shares the listing with his colleague Stephen Shapiro.
The home was built for Tony Pritzker—heir to the Hyatt Hotel fortune and brother of Illinois Gov. JB Pritzker—and Jeanne Pritzker, who listed the home for sale in October 2024 for $195 million after settling their divorce, The Wall Street Journal reported at the time. That price was lowered to $175 million in April.
The estate is made up of multiple parcels, and, under an LLC, they bought at least some underlying property in 2005 for about $14.7 million, according to records accessed via PropertyShark.
The Pritzkers hired architect Ed Tuttle to design their contemporary mansion, made of steel, glass and limestone and completed in 2011. At 50,000 square feet, it’s one of the largest homes in the U.S., and nearly as big as the White House.
It stands on a 6-acre promontory—an unusually large lot size for Beverly Hills—allowing for an unobstructed view that stretches across Los Angeles all the way to the ocean.
“It’s one of the best and largest view promontories in Los Angeles,” Rappaport said. “The architecture design and scale of the property are irreplaceable.”
The 16-bedroom, 27-bathroom home is filled with all the expected high-end amenities, including a theater, a game room, a bowling alley, a wellness centre, a gym and a wine cellar, according to the listing.
There’s also a security room, 18 fireplaces, solar panels, and a heating and cooling system powered by geothermal technology.
On the grounds, there’s a two-story, two-bedroom guest house; parking for up to 100 cars; a green marble infinity pool and hot tub; an outdoor kitchen; and a lighted tennis court with a pavilion, according to the listing.
The Pritzkers couldn’t be reached for comment.
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