Morning,
You can time the market.
Yes, you heard that right. The prevailing orthodoxy insists you can’t. The practice of “buy and hold through thick and thin” dominates. But what if the smarter play is acknowledging that yes, you can time markets, provided you recognize where valuations are extreme, where they are depressed, and act accordingly?
The folly and the possibility
Most investment counsel treats market timing as a fool’s errand. Why? Because predicting exact highs or bottoms is impossible in real time. Because momentum often carries prices further than fundamentals justify. And because human behavior, both fear and greed, intervenes.
All true.
But timing is not about pinpointing the next two days; it’s about recognizing asset-classes where the risk/reward has meaningfully shifted. If one asset class is trading at historic excess and another is trading at a discount, then moving capital is not reckless timing, it is intentional repositioning.
When stocks and gold hit historic highs
Consider the state of public markets today. The S&P 500 CAPE (cyclically-adjusted price-to-earnings ratio) is around 40-41: nearly three times its long-term median of around 16. Decades of data show that when CAPE is this elevated, forward returns for equities are muted and downside risk increases. It isn’t prophecy, it’s statistical probability.
Meanwhile gold, traditionally un-correlated or inversely correlated with equities, is also at record highs. In 2025 spot gold reached above $4,000/oz and is hovering around that level still.
Why the twin peaks? A mix of factors: inflation hedge demand, central-bank purchases, geopolitical tension and US dollar weakness. The fact that stocks and gold are rallying together is itself notable because it implies investors are both chasing growth (via equities) and seeking insurance (via gold).
That often signals a reckoning ahead.
Why commercial real estate appears to be bottoming
To the seasoned real estate professional, this may feel intuitive – asset values in commercial real estate (CRE) have been under pressure.
According to the Green Street Commercial Property Price Index, pricing across all-property in US CRE is flat to modestly positive in 2025, after a prior decline. Further, the Federal Reserve’s index of commercial real estate prices shows year-on-year declines of around 3–7 % for recent quarters.
Recent data from Invesco indicate that property-level values are poised to rise heading into 2026, a sign that pricing may have already found its floor. Add to that the tailwind of forthcoming banking deregulation, which is set to release new liquidity into commercial lending, and a monetary policy environment tilting toward lower rates, and the conditions are forming for a rebound in transaction volume and asset values.
At the same time, many CRE borrowers face loan maturities that will force recapitalizations and attract sidelined equity back into the market as debt financing becomes more available. Layer onto this the extended and expanded tax incentives for real estate investors contained in the recent OBBB legislation – measures designed to spur investment and development – and the backdrop for commercial real estate strengthens further.
Together, these factors suggest that the asset class is already trading below its long-term equilibrium while equities and gold hover near historic highs, making a rotation into discounted CRE not just rational, but timely.
A rotation at scale: sell high, buy low
Here is the investor playbook:
- Sell into excess.
If equities carry valuations that foreshadow weaker returns, and gold is priced more for speculation than margin of safety, there is merit in reducing exposures at the top of this cycle.
- Deploy into discount.
CRE offers yield, structural advantages (inflation de-factoring rents, capital from institutional investors), and a valuation reset that many other asset categories simply don’t.
- Scale the strategy.
This isn’t about one deal. It’s about structuring disciplined access to private-equity real-estate syndications and allocating in a cohort of sponsors anchored in underwriting for cycles. The time to act is when pricing is attractive and the forward risk/reward tilts in your favor.
You’re not timing a stock or predicting a gold blip. You’re re-allocating at a strategic juncture: off the froth (public equities, gold) and into the reset (private real estate). That is how you can time the market. The ideal scenario: you sell high, you buy low, and you lock in optionality for the phase of market rotation.
It’s not bold-bravado. It’s simple mathematics rooted in valuation and capital-markets behavior. Every cycle has its vantage point.
This one offers an unusually clear one.
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I wrote a shorter version of this newsletter on LinkedIn this ayem. If you have an opinion on this, share them in the comments - I'd be happy to respond.
Check out the post here.
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If you are a sponsor with a good pipeline and you think the same way as I do about the opportunities we are likely to see in the coming months and you want more equity, let me know.
I might be able to help you raise all the capital you're going to need.
Best,
Adam