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Lapsed novelist, #RoughBeast author, PREVAIL columnist & podcaster, co-host of The Five 8, enjoyer of Friday Manhattans. https://bio.site/gregolear
Greg Olear









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I’m shocked, shocked, one of the Krassensteins would stoop to this level (said no one, ever.)
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What’s Sazan Island got that Indian Creek Island doesn’t? gregolear.substack.com/p/my-own-pri...
A masterpiece, Greg. 🫶NY #Knicks joy. The #Knickerbockers. #NYC has always been the most exciting city. E.B. White was a prophet.
Fuck Trump.
"This isn’t the eleventh century, when restless Franks could repulse the Turks from the Holy Land and set up shop in, say, Antioch. Jared Kushner ain’t Tancred of Galilee. The only way to establish a hereditary monarchy, in this day and age—and in this economy—is to build one from scratch."
Nothing projects strength and courage more than channeling Neville Chamberlain.
Greg Olear
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The Trump Tower meeting between Putin's representatives and Don Jr., Jared, & Paul Manafort was ten years ago today. Here's a piece I wrote three years ago about this special Kremlinversary. #nostalgia #treason #notahoax
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SPIEF is run by an Epstein crony. Which explains, I suppose, the creepy masks on the wall. I discuss this in my book, ANOTHER WONDERFUL SECRET.
INVESTIGATION: 🚨 A Polymarket exec used a personal PayPal account to pay major political influencers like Riley Gaines and Brian Krassenstein, who then hyped how "accurate" Polymarket is at predicting outcomes. We uncovered $350,000+ flowing to influencers this way www.politico.com/news/2026/06...
Excellent if infuriating read by @gregolear.bsky.social
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Greg Olear
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Greg Olear
Greg Olear
Greg Olear
Greg Olear
If you love New York City, here’s an ode, written in prose, by Greg Olear (with contributions from E.B. White and Washington Irving). @gregolear.bsky.social open.substack.com/pub/gregolea...
The company’s chief marketing officer, Matthew Modabber, used a personal PayPal account to send money to content creators, according to records reviewed by POLITICO.
www.politico.com
‘Unbelievable how accurate’: How paid influencers hype Polymarket’s odds
Greg Olear
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Zelda
Maya Kaufman
James Brooke is the template for our current crop of power-mad oligarchs.
gregolear.substack.com
My Own Private Sarawak: Ivanka Trump, Jared Kushner & The White Rajahs of America
James Brooke is the template for our current crop of power-mad oligarchs.
gregolear.substack.com
My Own Private Sarawak: Ivanka Trump, Jared Kushner & The White Rajahs of America
“If it’s what you say I love it especially later in the summer.”
gregolear.substack.com
The Trump Tower Meeting Was Seven Years Ago Today (with Cliff Schecter)
Rep. Haridopolos: "I credit the president. He held firm and made sure we have peace in our time."
Katherine Davies
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Video
NYC “has survived panic and fire and riots, snarling traffic and famine and plague, and, so far, the encroachment of the Atlantic Ocean—not to mention 9/11, the ban on smoking indoors, and the Garth Brooks concert in Central Park.”
Meryem
An essay by E.B. White
open.substack.com
Sunday Pages: "Here Is New York"
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"This isn’t the eleventh century, when restless Franks could repulse the Turks from the Holy Land and set up shop in, say, Antioch. Jared Kushner ain’t Tancred of Galilee. The only way to establish a hereditary monarchy, in this day and age—and in this economy—is to build one from scratch."
Aaron Rupar