PREVAIL

PREVAIL aims to shed light on the wrongdoings of Trump and those associated with him—not only the well-known figures like his sons, Jared, and Giuliani, but also the less obvious individuals who have betrayed the public. Instead of uncovering new information, the focus will be on revisiting past events and offering a comprehensive understanding of their significance. One of the main shortcomings of mainstream media during the Trump era has been the lack of context and the broader perspective on how these events are interconnected. PREVAIL seeks to address this gap.

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Ramble On: Trolls Are Running the Federal Government (video)

1 week ago | gregolear.substack.com | Greg Olear

Good morning. Here is today’s ramble:Here is the transcript, edited for clarity:Good morning. It is Friday, April 18th, 2025, seven o’clock in the morning. I’m up a little bit later than usual, having my morning coffee and I wanted to share a couple of thoughts. The first thing: right before I went to bed last night, we got the good news that Kilmar Abrego Garcia is still alive, which I think a lot of people doubted.
Tuesday Convo: Nadine Smith & Lisa Graves of "The Five 8 1/2" (video)

1 week ago | gregolear.substack.com | Greg Olear

An award-winning journalist turned organizer, Nadine Smith was one of four national co-chairs of the 1993 March on Washington. She was part of the historic meeting between between a sitting President and LGBTQ community leaders. She served on the founding board of the International Gay and Lesbian Youth Organization. Nadine is the Executive Director of Equality Florida, the state’s largest organization dedicated to ending discrimination based on sexual orientation and gender identity.
Sunday Pages: "The City"

1 week ago | gregolear.substack.com | Greg Olear

Dear Reader,In 331 BC, Alexander the Great founded what he hoped would become a great metropolis on Egypt’s Mediterranean coast—a place worthy of bearing his glorious name. Thus was Alexandria born. As was usually the case, the Macedonian conqueror got what he desired: within a century of its establishment, Alexandria was the biggest city in the (“known”) ancient world. Its lighthouse was one of the Seven Wonders; its library, the most extensive.
Ramble On: Faith, Trust, and Shared Vision (video)

2 weeks ago | gregolear.substack.com | Greg Olear

Here is today’s ramble:And here is the edited-for-clarity transcript: Good morning. It is Friday, April 11th. It is 3.30 AM here on the East Coast and I am up for some reason—mostly because my cat decided to sleep on my neck. Here I am a little earlier than expected. I wanted to talk this morning about faith and trust and shared vision because I think these are traits, characteristics, that are under assault by the Trump administration in a very real way.
Field Notes from the Second American Revolution

2 weeks ago | gregolear.substack.com | Greg Olear

The phrase “Second American Revolution” has been in popular currency almost since the original American Revolution ended. Thomas Jefferson believed his victory in the election of 1800 comprised a Second American Revolution. High school history books categorize the War of 1812 as the Second American Revolution.
PREVAIL by Greg Olear

2 weeks ago | gregolear.substack.com | Greg Olear

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This Is Not An April Fools' Day Joke

3 weeks ago | gregolear.substack.com | Greg Olear

Traditionally, on the first day of this rainshowery month, we make up wild, crazy scenarios and try to pass them off, to the more gullible among us, as real. We take as long as necessary to sell the ruse, and as soon as we see that our chosen sucker has taken the bait, we shout, “APRIL FOOL!” and we all have a good laugh. Like, for example, we might show our mark a photo (Is it Photoshopped?
Sunday Pages: "The Great Gatsby" at 100

3 weeks ago | gregolear.substack.com | Greg Olear

Dear Reader,Last night, my last in Baltimore, I took a walk along the Inner Harbor. It was the first time since I arrived at the coin show that I’d ventured beyond the hotel and convention center, and I was badly in need of some fresh air. People were out and about. The weather was muggy, even hot—according to my phone, the temperature was north of 80 degrees.
Ramble On: What Does the Interim Government Look Like? (video)

4 weeks ago | gregolear.substack.com | Greg Olear

Good morning from Baltimore, Maryland. Here is today’s ramble:And here is the transcript:Good morning and happy Friday. It is indeed Friday morning. We’ve made it through the week. Probably the craziest week so far, the week that we’ve had in the Trump Redux—which is saying something. Lots of crazy stuff happened this week, with the Signal chat and the ICE Gestapo basically disappearing people from college campuses.
An Open Letter to Leonard Leo, Concerning the Trump/Musk Lawlessness

1 month ago | gregolear.substack.com | Greg Olear

Mr. Leonard A. Leo, Esq. c/o Catholic Information CenterThe Investment Building1501 K St NW, Washington, DC 20005c/o The Federalist Society1776 Eye Street, NWSuite 300Washington, DC 20006c/o Marble Freedom Trust331 W Parrish LaneSuite 106 315Centerville, UT 84014Re: The Eradication of the U.S. Legal SystemDear Mr. Leo:If you know my name at all, it is from the handful of pieces I’ve written about you, none of which are particularly kind. For that I offer no apologies. I don’t particularly like you.