TMM Show Notes | Ep 147: Liquor, Ladies and Leverage
Total Money Management Podcast Show Notes • Episode 147
Signals & Noise • The Weekly Session

Liquor, Ladies & Leverage

Private credit is the new debenture. Crypto carnage has thinned the herd. Australian property has gone quiet. And the maths of compounding, once you add volatility, fees and inflation, look nothing like the brochure.

Episode 147 Hosts Steve, Tom & Jacob Companion to S&N July 31, 2026
New Episode Out Monday
Follow the TMM Podcast on Spotify
Episode 147 drops Monday. Hit follow so it lands in your feed the moment it goes live. It genuinely helps us grow.
► Follow on Spotify
Five Things to Take From This Session
1

Private credit is the debenture cycle all over again. Conflicts of interest, fee gouging, hidden troubled loans, related-party lending: the same practices that blew up twenty years ago are back, at seven times the scale.

2

Your super fund may already be in this trade. Check what your provider is actually invested in, because the returns they quote in good years come with risks they are not advertising.

3

Compounding only works the way you imagine if you start at the right price. At current implied returns, the Rule of 72 says you are looking at roughly 21 years to double your money, and that is before fees, inflation and tax.

4

Volatility is a silent tax on returns. At 20% annual volatility your average return loses about 2 percentage points a year. At 40%, which is common at extreme valuations, you lose 8 points.

5

Waiting for the fat pitch is the edge. The finance industry gets paid regardless. Your job is to know when the maths actually works in your favour.

I
Part One
Opening Chat: War, Crypto and Situational Awareness

War and oil are back in the same headlines, and the harder question is not what happened but what to believe. Competing narratives, contradictory signals, and markets that are pricing one thing while geopolitics is doing another. The gap between the headline and the actual risk has been a running theme, and this week widened it further.

Crypto carnage has thinned the herd. Like all fads, a few got rich and many got poor, and the order of those two outcomes is not random. The people who got rich tended to arrive early and leave early. The people who arrived late, drawn in by the stories of the early movers, tend to be the ones left holding the loss.

Steve's framing for the week: situational awareness. The old line about the three things that bring down great men and great portfolios, liquor, ladies and leverage, is a reminder that the risk you need to watch for is rarely the one making the headlines. It is the one quietly building inside the structure of the system. This week that structure is leverage, in the form of private credit, margin debt, and an Australian property market that has gone from confident to quiet in a hurry.

II
Part Two
What We Don't Like: The Private Credit Machine

We think every working Australian needs to understand private credit, because there is a good chance their super fund already has exposure to it. Being largely unregulated means investors are not fully aware of the risks, and there is very little protection when things go wrong.

The structure is straightforward enough. These are lending operations that sit outside the traditional banking system. They raise cash from wealthy individuals, pension funds and wherever else they can, and then extend loans to borrowers who cannot meet the credit standards of the major banks. During a boom it is extremely profitable: the lenders charge a hefty premium over bank rates, and the borrowers are just happy to receive cash they could not get elsewhere. But the higher rates come with a caveat: greater risk, and that risk is magnifying as the phenomenon grows.

01
Competition Creates Risk
Banks and financiers get rich by lending more than their competitors and taking on more risk. When losses eventually arrive, especially among the big four, the risk often ends up on the taxpayer, not the executives. All the gains, none of the losses. No skin in the game.
02
The Debenture Echo
Conflicts of interest, fee gouging, hiding troubled loans, and shifting cash into pet projects. What was old, it turns out, is new again. The same practices that caused the debenture debacle twenty years ago are back in vogue.
03
Where the Returns Come From
Those outsized returns? In some cases, they come from the very money investors have just advanced. And the first-mortgage security that investors are told protects them is often way down the chain, or in some cases barely there at all.
04
The Regulator's Warning
ASIC chief Joe Longo has flagged concern. Non-bank lending is largely unregulated, lacks transparency, and its unfettered growth could pose risks to the financial system. The regulator is paying attention. You should be too.
The great boom of the 1980s was preceded by financial deregulation. The noughties boom was driven by a loosening of regulations that led to the financialisation of everything. And then came the global financial crisis.Industry Reporting, 2026

Nothing much changes in finance, just the players. Private credit has a place, and if properly monitored it can be beneficial. But lenders operating outside the banking system and without oversight, in a world already awash with debt, could be the catalyst that tips sentiment from greed to fear.

This is general commentary on risks within the financial system. It is not advice to buy, sell or hold any specific product.

III
Part Three
What's Your Edge: Compounding and the Rule of 72

Most investors have heard that compounding is powerful. Fewer have sat down with the numbers and worked out what it actually means at their expected rate of return. The Rule of 72 is the simplest tool: divide 72 by your annual compound rate, and you get roughly how many years it takes to double your money.

TMM Instrument • The Rule of 72: Years to Double at Different Rates
36 24 12 6 0 Years to Double 2% 36 yrs 3% 24 yrs 4% 18 yrs 5% 14 yrs 6% 12 yrs 8% 9 yrs 10% 7 yrs 12% 6 yrs 15% 5 yrs S&P implied ~3.4%: 21 yrs to double

Rule of 72. Divide 72 by the annual return to get the approximate years to double. At the S&P 500's current implied compound return of roughly 3.4%, that is about 21 years before fees, inflation and tax.

Now think about what this means practically. If you invest in the S&P 500 at today's prices, the expected compound rate is roughly 3.4% a year. That is a double every 21 years. Add fees, add inflation, add tax, and the real purchasing-power return is headed toward zero or below. So not so great.

Contrast that with an investor who waits for the fat pitch. A 10% compound rate doubles your money every 7 years. The difference between buying at a CAPE of 42 and buying at a CAPE of 16 is not a slight adjustment. It is a generational gap in outcomes.

IV
Part Four
The Volatility Tax Nobody Mentions

Here is the part the brochure never covers. Volatility eats away at compound returns, and the effect is not small. A 100% gain is wiped out by a 50% loss: you go from 100 to 200 and back to 100. That asymmetry is always working against you.

The long-run average volatility of the S&P 500 is around 17%, so call it 20% as a round number. At 20% annual volatility, the drag on your average return is roughly 2 percentage points per year. So an 8% average becomes about 6% compound.

~20%
Typical S&P Volatility
-2% p.a.
Volatility Drag
~6%
Real Compound

Now push volatility higher, which is common at extreme valuations. At 30% annual volatility, you lose about 4.5 percentage points a year. At 40%, which is not unusual when the CAPE is as stretched as it is now, you lose 8 points. An 8% average return at 40% volatility compounds at roughly zero.

TMM Instrument • Volatility Drag on an 8% Average Return
8% 6% 4% 0% Compound Return 10% ~7.5% 20% ~6% 30% ~3.5% 40% ~0% Annual Volatility

Volatility drag is calculated as roughly half the square of the volatility: at 20%, drag is about 0.5 x 0.04 = 2% p.a., at 40% it is roughly 0.5 x 0.16 = 8% p.a. The average return and the compound return are very different numbers.

This is why waiting for the fat pitch and ignoring all those perma-bulls actually matters. Not because they are always wrong, but because the maths of compounding depends entirely on where you start. The finance sector still gets paid regardless of whether you benefit or not. Your job is to know when the numbers actually work in your favour.

V
Part Five
Where This Leaves Us

Pull the week's threads together and the picture is consistent. Private credit is the leverage risk nobody's brochure is flagging properly. Compounding only works the way investors imagine if they pay a price that gives them a decent starting rate, and today's prices do not. And the volatility that comes with extreme valuations takes what is already a thin implied return and grinds it down further. There are good times to invest and bad times, and on the numbers we walked through, we are getting into dangerous territory.

As always, this is general information about how we read markets and financial products, not personal advice tailored to your circumstances.

The Closing Round
S

Steve: Nothing much changes in finance, just the players. Private credit today is the debenture of twenty years ago with a nicer brochure. If your super fund is in it, you should know.

T

Tom: The Rule of 72 is the simplest test. If the implied return means waiting 21 years to double before fees and inflation, ask yourself whether that is really the opportunity you are being told it is.

J

Jacob: Volatility drag is the silent tax. Most clients have never heard of it, and once they see the numbers, it changes how they think about "staying fully invested" at any price.

The Full Conversation • Out Monday
Follow the TMM Podcast
Episode 147 goes live on Spotify Monday, with Apple and YouTube to follow. Hit follow so you never miss one. A follow and a review both help us grow more than you would think.
► Follow on Spotify
Go Deeper
The CAPE Framework, the Wells Structure & the Enneagram Work
Everything referenced in this session lives inside the TMM ecosystem. Signals & Noise Premium is where we do this work every week, translating the macro environment into practical portfolio framing.
Explore TMM →
Steve, Tom & Jacob
The TMM Team