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The Illiquidity Trap

I can already see start to creep into every private markets pitch over the next couple of quarters. The idea is that because public markets are a top-heavy AI casino, you should hide out in the private markets for safety. Theyโ€™re insulting your intelligence.

They want you to believe that volatility is the risk in and of itself, and the real value is being created behind closed doors where the mark-to-market is non-existent. But as an investor (or LP) one of your biggest risks isnโ€™t the movement in price. Itโ€™s the risk of you never having a chance to generate the returns you were hoping for. Look at the actual dispersion of returns; itโ€™s the real K-shaped economy.

In the public markets youโ€™re forced to deal with the quirk of concentration at the top of the index. But at least you have the option to buy those winners. In private equity, youโ€™re often just buying the median. And the median is starting to look like dead money.

The Exclusive Cap Table

The Mag 7 has been discussed ad nauseum as some sort of bug of the public markets. But in private markets, concentration is the entire game; you just don’t have the liquidity to chase it. The foundation model companies raised roughly $211B last year. But the capital is moving into a microscopic funnel.

Just five companies -OpenAI, Anthropic, xAI, Scale AI, and Project Prometheus- captured $84 billion, or 20% of all global venture funding. Judging by the cap tables venture capital and private equity havenโ€™t been democratized just yet. They are dominated by hyperscalers and a tiny God-tier list of VCs. If you aren’t an LP in the top 1% of funds, you aren’t exposed to the disruption. You’re paying 2% just to be a spectator.

Check out this chart from Sapphire. The top 10 private software companies -names like OpenAI, Anthropic, and Databricks- are now worth $1.5 trillion. That is nearly 1/5th of the total public software universe!

While the public market is valued at a median of 4.2x NTM revenue, the private market winners are trading at a median ARR multiple of 25.9x.[1] You are paying a massive premium for the privilege of being private, yet access remains incredibly narrow.

The 95/5 Problem

The return dispersion in private markets isnโ€™t a gap; itโ€™s a chasm. Cambridge Associatesโ€™ data has long shown that ~5% of venture funds account for ~95% of the industryโ€™s total returns. Let that sink in. This shouldnโ€™t be a surprise to anybody whoโ€™s been paying attention to the industry longer than in the post-Covid era. Marc Andreessen has (in?)famously said that there are only about 15 companies a year that matter to VCs. And his job is to get in those deals. Itโ€™s the nature of power-law.

While the top-decile funds are feasting on the few winners, the median fund is struggling.

This is the moment where we have to be honest: the growth that was forecast in 2021 simply didnโ€™t materialize. These assets were already worth a lot less than what people paid for them. Now, AI is the cherry on top. Itโ€™s the final, existential blow to business models that were already failing to grow into their valuations. If youโ€™re stuck in a median fund, youโ€™re likely holding a portfolio of mid-market (emphasis on mid) SaaS companies that are currently being dismantled by agentic AI tools while you wait for a 2021-era exit that is never coming.

The Index Mirage

For all the scrutiny passive indexes have gotten over the yearsโ€”with some even comparing them to a form of Marxist capital allocationโ€”the reality is that if you purely owned the index, youโ€™re largely not experiencing the pain under the surface right now. Everyone deep in tech or finance is in full freakout mode over the pace of AI progress weโ€™ve seen over the past two months. If you just owned the market, you barely notice the carnage.

Not to mention, your returns have ranked consistently in the top quartile. But thatโ€™s neither here nor there.

Liquidity as a Weapon

The volatility that weโ€™ve seen over the last 6-7 months across software stocks, and now broadening out to other industries, is an example of liquidity at work. Whether rational or not, when the market even considered believing that a legacy player was being rendered obsolete by agentic AI, the market moved with a cold, efficient ruthlessness.

Prices fell and capital rotated into the winners. That’s the beauty of a liquid tape. You see the shift, and you can act.

But if youโ€™re an LP in a private fund, you are effectively tied to the mast while the storm rolls in. You are holding a slice of the 16,000-plus companies globally that have been sitting in PE portfolios for over four years, the highest aging inventory on record by the way.

What is somewhat underappreciated at the moment is that if there is a systemic issue with private credit, the implied equity value for much of the PE space is in a bigger bind than the credit might be. If the credit is impaired even slightly, the equity is effectively wiped out.

Youโ€™re paying 2-and-20 for the privilege of illiquidity while your underlying assets are being systematically dismantled by a Python script generated by a LLM that was prompted by a person who doesnโ€™t know what a token is.

The GP tells you volatility is low because they haven’t marked the asset down yet, but that’s just an accounting fiction. The value is gone. You just arenโ€™t allowed to leave the building yet.

The Bottom Line

Don’t let a capital raiser convince you that missing the volatility is the same as missing the risk. The safety of private markets right now is an accounting trick. Iโ€™d rather take the volatility of a liquid market where I can move my feet and hunt for mispriced winners than the stability of a private portfolio thatโ€™s effectively a burning building with the doors locked from the outside.


[1] Data provided by Sapphire.


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