In this issue:
- summer reading
- a bunch of option videos
- AI Traders?
Friends,
As I mentioned on Wednesday, traveling mercifully forces me into quiet periods to read. In my normal routine, reading for pleasure can feel like an indulgence, but the combination of travel and my juvenile attachment to “summer vacation” is enough to put the guilt in remission. Of course, if you are of sound mind, you need no such permission, but just in case, here’s more than permission.
If you are looking for recommendations for a book or show to get into this summer, this list by Chris Arnade might be just what the doctor ordered, and it opens with what I can only describe as a prescription:
I walk to learn, which is why I read, since each is a different way to do that. The Metis versus Techne split described by James C Scott, although there are plenty of other terms to describe experiential versus formal learning. I use his because I prefer the framing, which emphasizes that the two differ not only by methodology (talking versus reading) but by where that knowledge resides. Metis is the epistemology of the masses, and it is decentralized, local, and bottom-up versus Techne, which is that of the elite, and so is codified, formal, and top-down. Common sense versus book smarts, in Metis terms, and folk wisdom versus fact, in Techne terms.
Neither encompasses truth, so I believe you have to engage with both. If you focus solely on one, you will end up like the guys at the gym who never work out their legs. That analogy is especially appropriate for today’s elites, who seem to only do Techne days, never Metis, and so come out top-heavy, with spindly legs, too fragile to walk among the masses. I get it, going out into the world, dealing with people on their terms, can be intimidating to intellectuals, which has consequences, because while I value both, most people in the world are Metis, and consequently understanding it is essential, especially in a democracy.
That is one of my concerns about AI, which is that it will codify, then metastasize Techne, since that is what it draws from. Think of it as a grand aggregator of Techne, consuming it, then regurgitating its own watered-down, smoothed-out version as undeniable fact.
The History Beneath My Feet: Two Years in Valle de Bravo (21 min read)
Tiago Forte moved his family to a mountain town in Mexico. Find a quiet place or a cramped seat in coach, grab a coffee, and enjoy a captivating history lesson and a meditation on matters that actually matter.
The closing is more of a prompt than a spoiler, so I share it as enticement:
Who will we choose to become when work is not the central priority around which all others revolve? How will we decide to spend our time when most of it is not already spoken for by a job defined as “9 to 5”? How will we define ourselves when our work ceases to be an identity, and becomes more like an implementation detail?
I don’t know, but Valle de Bravo is beginning to suggest answers out of the deep well of its 500 years of history and culture.
As for me, my leisure summer reading:


Dominion fans, that book is not to be confused with:

And for podcasts, I’ve queued about 25 pods from Rest Is History. I just finished:
This is probably the only episode you should not listen to with the kids in the car.
Money Angle
This week’s Option Trench will be very educational to anyone whose traded an equity option since they are American-style (meaning you can exercise them early). Erik was assigned on IBIT puts 22 days before expiration and thought it was a bit strange. I agree. I think it was a sub-optimal early exercise, but in this chat you can see what factors influence the assessment of “optimal” and the surface of reasonable disagreement.
This is a link to the calculator in the video:
https://moontower.ai/tools-and-games/american-options-early-exercise
Also, Erik and I pre-recorded our Options Trench podcast episodes before I went on vacation. If you want to catch up…
📺Volatility in 5 Levels of Difficulty: An introduction to various meanings of volatility.
📺All Implied Volatility is WRONG: This one goes well right after the “vol in 5 levels of difficulty”. It’s a topic that is mathematically simple, but conceptually, I notice it just seems to warp people’s brain. I explain who does and who doesn’t need to care about it. If you are in this section, you very well might need to care.
📺An Inside Look At How SIG Trains Traders: See if you can answer some old interview questions and learn about bootcamp.
Money Angle For Masochists
Any moontower.ai subscriber can prompt our trained agent. Even if you aren’t a sub you can give it a try for free. Our team plans have included an API but we just launched an MCP allowing users to connect their own AI’s to our API endpoints.
This gives users maximum flexibility. We are tuning our agent on a regular basis, but if you prefer your own tool stack and AI you have that choice now.
We use evals for automatically RLHF’ing Moontower Agent and I also have a manual process where I give the agent and the MCP (using Claude Code) the same prompt, and then judge them myself. Very old-fashioned. I’ll share more about what we’re learning from this in the future, but in the meantime, here’s a relevant article from the market-making firm Optiver:
Where AI Trading Models Work and Where They Still Fall Short (4 min read)
Optiver’s Applied AI team did a different kind of eval. They gave several leading large language models the same assessments they give human interns and junior traders.
The results indicate where LLMs excel…
- grasping trading theory
- calculating fair value
- recognizing risk
…and where they still stumble:
- multi-step reasoning
- updating beliefs on the fly
- maximizing expected value under pressure
Even before AI was dominating the conversation, traders have always been obsessed with learning from data. A common example is in transaction analysis. Looking at the trades you did filtered by counterparty, venue, method (ie voice/electronic) as you suss out where you are most likely to be adversely selected. This is a hard problem even with structured data. For example, it might be straightforward to filter by how you do against live option orders (as opposed to delta neutral packages), but there are so many possible permutations. Should I consider how the quote was framed before the order came in? Do I treat a resting order differently than if I’m hit or lifted? Does time of day matter?
But now consider the scope of the unstructured data problem. The counterfactual. The order a broker showed me, I passed on and proceeded to trade without my participation. You’d need to record every phone call (actually this is already done for compliance reasons. In fact, when I interned at a bank in 1995 one of my tasks was to change the giant reel of tape!). But you’d need to link the audio of what the order was to the print when it hit the tape. Or track the fact that it never even traded. It’s like tracking the p/l of a non-trade that could have been. With transcription so cheap, this is feasible now, but it wasn’t when I was thinking about it. You could have traders note when they passed on a trade, but this would be so tedious that it was always a non-starter on a high-volume market-making desk.
My guess is that some trading shops might be doing things like this now (if not, you’re welcome for the idea). But this Optiver article made me wonder when trading rooms will be mic’d up. Jarvis listening to all the conversations, meetings, and debates to cheaply turn unstructured data to structured data.
Your voice, its quiver, your cadence, your pauses, your keystrokes, your glances, your heart rate. Insofar as humans will still be trading, it’s hard to imagine the data obsession that’s already penetrated the MLB not make its way to desk talent.
You’ll know singularity is close when the employee handbook stipulates bathroom breaks as the only acceptable cause to remove your electrodes. Buy stock in Gillette. Every man on a W2 will need to shave their chest for a clean connection.
Related
Elm Wealth let AI compete with humans in their popular Crystal Ball Challenge. You can give it a try yourself:
https://crystal-ball.elmwealth.com/
Elm’s founder Victor Haghani:
A couple of weeks ago we let you loose on our Crystal Ball Challenge: tomorrow’s headlines, $1 million to trade in stocks and bonds, and four AI models to beat. Humans showed up in force, logging thousands of plays and adding over 1,500 entries on the leaderboard.
Here is how the AI models are doing against human players so far:
– Claude: winning 65% of the time
– ChatGPT: 50%, a coin flip
– ️ Grok: 43%
– Gemini: 40%
Both the Wall Street Journal and The Economist covered the experiment this month, and both keyed on the same finding: the AIs are great at reading market-moving news, but they struggle to size their bets appropriately. Knowing what to trade turns out to be the easy part. Knowing how much is what trips them up.
If you have not played yet, three of the four AIs are losing more than half their matchups. Pick your fight. If you have played but not lately, your spot on the leaderboard might no longer safe.
And finally, just before I scheduled this to send out I came across Dwarkesh’s:
Subtitle: “Labs are throwing away the most valuable data”.
Stay groovy
☮️
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