Brian D. O'Leary

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Wednesday, April 22, 2026

Abstract Philosophy Doesn’t Raise Kids

The adult in the libertarian room I recently joined Adam Haman for the 200th episode of his podcast. The room was full of serious thinkers—Scott Horton, Stephan Kinsella, and others. It was a milestone. I was honored. But I wasn’t there to nod along with ideological reflexes. If you want to know what I’m building …

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A Different Kind of Defense Budget

Geopolitcs & Your Bank Account A few days ago, the Ron Paul Institute republished my column about “Uncle Bibi’s War.” The premise is simple. Washington continues to write blank checks for foreign conflicts while the domestic economy slowly bleeds out. You can get mad about it. You can argue with strangers on the internet. Or you …

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Renting Land From Billionaires

The Insurance Policy We need to talk about the danger of renting land. Substack is an excellent tool. I use it. I teach others how to use it. But relying on it as your sole connection to your audience is a fool’s errand. You are building a house on property owned by Silicon Valley billionaires. …

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Why I fired my “IT Department” (Me)

The Value of a Team Yesterday, I sent out my first dispatch in months that wasn’t from my Substack. The response was telling. It turns out, while I was “screaming into the void,” a lot of you were actually listening. One of the biggest reasons for my silence was a trap most entrepreneurs fall into. I …

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Uncle Bibi’s War (and mine)

Featured Article — Ron Paul Institute The Ron Paul Institute just republished my latest column: “Uncle Bibi’s War — and America’s Bill.” You can read it here: https://ronpaulinstitute.org/uncle-bibis-war-and-americas-bill For several months, I’ve been working to “reinvent” this platform. To be blunt, it was about gaining clarity on who I am, where I’m going, and exactly how …

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Uncle Bibi’s War — and America’s Bill

WASHINGTON, March 10, 2026 — The Geneva talks ended without a deal on February 27th. The bombs fell on February 28th. Seven Americans are dead. The question almost no one in Washington is asking: what exactly changed between Thursday and Saturday?
Those who think this is new should consult the record of the last great European war.

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O’Leary interviewed on “Finding Freedom”

In late December, I joined John Odermatt on Finding Freedom for a long-form conversation that hits the core of what I’ve been writing about: power, justice, and why trust in our institutions is collapsing.
If you’ve enjoyed my work, or even if you hate it, this interview is one of the clearest windows into how I think about the mess we’re living through, and what, if anything, we can do about it.

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Projecting Power, Abandoning Home

Many are asking about the recent military intervention into Venezuela to extract its president, his wife, and bring them to “justice” stateside: What kind of precedent does this set?

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