Finance
Mega landlord warns some investors ‘will be wiped out’ in budget changes
Eddie Dilleen is one of Australia’s biggest residential landlords. He reckons he now has 200 properties in his portfolio.
But he just bought perhaps his favourite house yet. More than 25 years after his parents divorced and sold the family home for $97,000, he has purchased it back for a bit under $1 million.
“I just bought it sight unseen,” he told Yahoo Finance.
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Dilleen said he has spent the past decade periodically checking if the house had returned to market.
“You can set reminders and stuff like that, but when I was on my phone messing around, I would randomly check it literally every one or two weeks for the past 12 years.”
His parents first bought the home in the far western suburbs of Sydney in 1985 for $51,000. When he saw it listed, he felt “an overwhelming rush of excitement,” he said.
“This home holds some of my best memories… and some tough ones too. But today, it represents something completely different,” he wrote online, sharing a photo of himself next to the sold sign on Tuesday. “It’s proof that where you start doesn’t define where you finish.”
He ultimately bought it for 19 times what his parents paid for it 41 years ago.
“The affordable properties and suburbs, they usually grow at a higher percentage value. I’m all about percentages,” he told Yahoo Finance.
“Everyone talks about the best, blue chip locations, but I buy everywhere.”
Dilleen, who is in his mid 30s and also runs a buyers agency and writes books about real estate investing, estimates the properties he owns are now collectively worth about $150 million (he likes to buy blocks that contain multiple units) with about $60 million in debt against that.
According to ATO data, he is about one of 166 mega landlords who own 20 or more rental properties in their own name. Dilleen said he owns “about 30 or 40” in his own name, and others through trust and company structures.
Landlords overly reliant on negative gearing ‘will be wiped out’
With less than two weeks until the Labor government hand downs its promised “ambitious” budget, property investors are bracing for possible changes to the rules around tax deductions related to investments.
One of the most commonly used is negative gearing, which allows landlords to claim losses to reduce the amount of income tax they pay. But its days could be numbered with the federal government expected to cap, or possibly even scrap, the existing policy under certain circumstances. While no announcements have actually been made, most observers expect such a change to be grandfathered in for existing investors.
Finance
Finance Industry Surpasses Regulators in AI Adoption | PYMNTS.com
New research shows the finance sector leading regulatory authorities in adopting artificial intelligence (AI).
Finance
First home buyer’s superannuation mistake exposes ‘widespread’ ATO problem
First home buyer Jessica Ricci was just trying to save a little extra money through her superannuation in a federal government scheme intended to help people like her. But an error from tax authorities has left her paying more tax than the top income bracket on some super contributions – ironically having the exact opposite of the intended effect of the policy.
As a result, she’s lost out on an extra $2,250 in savings that was supposed to go to her house deposit. While the ATO pushed back over who was at fault for the mix-up, her case has highlighted an increasingly problematic blindspot when it comes taxpayers getting the short end of the stick when dealing with tax authorities.
“I’m definitely feeling a little bit helpless,” she told Yahoo Finance. “There’s not a clear path to rectify this.”
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Jess was tipping extra money into her superannuation as part of the First Home Super Saver Scheme which has been running for years and allows eligible first home buyers to take advantage of the tax benefits of their retirement savings and then pull those extra contributions out to use for a house deposit.
As part of the scheme, individuals need to apply to the ATO, which in turn requests the related money from the person’s super fund.
Over four years, Jess contributed the maximum $50,000 amount, ensuring not to exceed the $15,000 yearly cap. She did so with the expectation of claiming the benefit at the time of her house purchase, as per the rules of the scheme.
When she went to make the claim, much of the information was auto-populated by the ATO website. And after receiving her funds, and the amount being less than expected, she soon discovered that her first contribution was wrongly classified as a concessional contribution, meaning $2,250 was, in the words of an ATO official, “retained by the ATO as withholding tax”.
She has spent months going back and forth with tax officials trying to get the money she believes should be owed to her.
“They’ve all taken the same stance, which is; ‘Well, yeah, we made a mistake, but you didn’t catch it. You said that what we provided you was fine, so it’s your fault’.
“I think it’s crazy to put the onus or the burden on the average person. I think most people would rightfully assume that pre-filled data provided by the ATO would be accurate,” she said.
Finance
AI Financial Modeling Tests Show Need for Advisor Oversight
Most coverage of artificial intelligence in finance focuses on what these tools can do. Less attention is paid to how they perform under scrutiny, particularly in financial modeling, where small errors can carry real consequences.
After testing Anthropic’s Claude in real-world modeling scenarios, one conclusion stands out: Claude produces outputs that look credible at first glance but contain structural flaws that only an experienced professional would catch.
That gap between appearance and reliability is where risk begins.
Where AI Performs Well
Claude handled several foundational elements of financial modeling competently. It was able to:
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Build basic revenue models
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Generate standard financial statements
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Apply consistent formatting, labels and units
The outputs appeared polished and professional. In some cases, they resembled models produced by junior analysts. That is what makes them risky.
The models looked right. The structure appeared logical. Formatting signaled credibility. For a time-constrained professional, those cues can create trust before a full audit is completed.
The Errors That Hide in Plain Sight
A closer review revealed issues that would likely go unnoticed without technical expertise:
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Broken linkages between financial statements
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Hardcoded values instead of centralized assumptions
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Non-dynamic formulas and inconsistent logic across periods
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Balance sheets that did not balance
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Timing mismatches between beginning- and end-of-period values
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Circular reference issues in areas like revolving credit
These are not edge cases. They point to a broader issue. The model may function, but it is not built on a reliable or auditable foundation.
Where Best Practices Break Down
Beyond individual errors, the models often failed to follow core financial modeling principles:
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Assumptions were not clearly separated from calculations
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Error checks were largely absent
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KPIs lacked depth and industry-specific nuance
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Formula design was inconsistent or inefficient
These gaps affect more than presentation. They determine whether a model can be trusted, adapted and audited under pressure.
The Real Risk Is Overconfidence
The key distinction is not between AI and human-built models. It is between models that are understood and those that are not. When a professional builds a model, every assumption and linkage is intentional. Even limitations are typically known. With AI-generated models, that understanding is outsourced.
This creates a different kind of risk:
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The logic behind the model may not be fully clear
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The structure may not align with internal standards
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The review process may be less rigorous because the output appears complete
In practice, credibility is inferred from how the model looks, not how it was built.
Reviewing Is Not the Same as Building
There is also a practical workflow issue. Reviewing an AI-generated model is not equivalent to building one.
When reviewing:
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You are interpreting logic you did not design
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Errors can be harder to trace
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Inconsistent structure increases audit time
In some cases, it is faster to build a clean model from scratch than to fix a flawed AI-generated one.
What This Means in Practice
Financial models support decisions involving significant capital. Even small issues can cascade:
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Misstated cash flows can distort debt capacity
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Timing errors can affect liquidity assumptions
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Weak KPIs can lead to incomplete analysis
There is also a question of accountability. Regardless of how a model is created, responsibility for its output remains with the professional using it.
Where AI Fits Today
AI tools can still be useful in financial modeling. They can help:
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Speed up repetitive components
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Generate starting points for analysis
But they are not a substitute for professional judgment. Nor are they ready to operate without close oversight. For now, their role is best defined as assistive, not authoritative.
A More Practical View of AI in Finance
The conversation around AI in finance does not need more optimism or skepticism. It needs more precision. AI can produce outputs that are visually convincing and directionally correct. In financial modeling, that is not enough.
The real risk is not that AI makes mistakes. It is those mistakes that are easy to miss, especially when the output looks finished. For financial professionals, the takeaway is simple: treat AI-generated models as drafts, not decision-ready tools.
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