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Two Hundred Bucks and a Stock Tip

Hello dear show notes readers!

This week Dan and I sit with a question that has been bothering me for a while and got sharper this week thanks to a perfect natural experiment: a US Army NCO got charged for making four hundred thousand dollars on Polymarket betting on the Maduro raid he was part of. Around the same time, Senator Markwayne Mullin bought stock in Chevron — the only US-listed company with Venezuelan oil operations — days before the same operation. The senator's position is up about twenty-two points over the S&P. The soldier is going to prison. The senator is going to a committee hearing.

We get into why that gap exists, what the data on congressional trading actually shows (it's more nuanced than the headlines), why the STOCK Act has a two-hundred-dollar fine and zero prosecutions in roughly a decade, and whether the answer is more rules or more sunlight. Spoiler: I came in believing one thing and Dan talked me partway out of it.

We also fall down a few side roads we couldn't resist — the French guy who spoofed a Polymarket weather contract by holding a hairdryer to the airport temperature sensor (still my favorite grift of 2026), the term-limits and lifetime-appointments question, and a riff about reading David Deutsch and Rory Sutherland in the same week. Dan plants a seed at the end about something we've both been wrestling with: what happens to investing when you bolt a probabilistic machine (LLMs) onto a deterministic one (the legacy quant playbook). That one's coming in a future episode.

Thanks for sticking with us. We are, by Dan's accurate diagnosis, "the weird ones because this is what we choose to do with our weekend." Go build something.

— Sean


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Unqualified Fact-Check

Final score: 1🔴 / 2🟡 / 4🟢.
One-line summary: Strong on the data, sloppy on the date — the STOCK Act is a 2012 law, not a 2004 one, but the directional argument holds.

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