Gossip

An Insider’s Guide to a Smarter East Hampton Weekend, With the Right Detours
The Hamptons has been synonymous with summer since the Long Island Rail Road first reached the South Fork in the 1870s, when New York's wealthiest families began building vacation...
Inside DataBank’s Third Wave: Kevin Ooley on Water, Power and What Happens After the A.I. Gold Rush
Kevin Ooley. ROMY MODLIN PHOTOGRAPHY LLC Kevin Ooley has spent 15 years watching other people misunderstand what he does for a living. For most of that time, even his...
The Hamptons Season and the New Economics of Being in the Right Room
The easier it becomes to communicate digitally, the more valuable physical proximity becomes for building relationships that drive business. Unsplash+ Every July, a familiar migration begins. Investors head to...
The National Gallery Singapore Debuts Its First R-Rated Exhibition
“Passion is Volcanic: Desire in Southeast Asian Art” is the museum’s first exhibition to receive an R18 rating. National Gallery Singapore 2026 The entrance of “Passion is Volcanic: Desire...
GitHub COO Kyle Daigle Says the Real A.I. Coding Battle Is About More Than Code
GitHub is leaning into a platform model as developers and enterprises weigh speed, flexibility and rising token costs. Illustration by George Chan/Getty Images The way software is built may...
Six Must-Visit Art Galleries in the Hamptons
4 Newtown Lane, East Hampton, N.Y. Picture windows on East Hampton's busiest corner reveal a pristine space filled with powerful 20th and 21st-century paintings, sculptures and multimedia works. The...
Is Aspen the New Hamptons?
An outdoor market in Aspen. Denver Post via Getty Images (Editor’s note: This story was originally published on August 5, 2016. Some details reflect the time of original reporting.)...
Skipper and Mr. Marvelous Seek Hot Sex in Southampton Hedges
Kim Cattrall. Paul Harris/Getty Images Sex in the Hamptons is a lot like sex in Manhattan—except it’s not. Odd couplings and brief flings, which in the city might raise...
The 1% Summer: Our Wealthologist on Where to Sun, Swim and Eat $100 Lobster Salad
Illustration of Richard Kirshenbaum by Paul Kisselev. Paul Kisselev for Observer (Editor’s note: Originally published in June 2015, this Kirshenbaum classic captures a particular Hamptons summer in all its excess....
The Oldest American Idea About Capitalism
As the United States marks its 250th anniversary, the country’s forgotten tradition of expanding opportunity through investment deserves a second look. Unsplash+ Near the end of his life, Benjamin...
Why the Legend of the Montauk Monster Will Never Die
The Montauk Monster’s legend lives on. Eli Neugeboren for Observer “It looked like nothing I’d ever seen before,” Ryan O’Shea told Newsday reporter Joye Brown. “It looked like it...
The Essentials With Bobbi Brown: Sag Harbor Farm Stands, Duryea’s and Jones Road Sunscreen
Bobbi Brown is spending Fourth of July weekend in Sag Harbor with 20 houseguests—"all relatives and grandchildren and pregnant nieces," she tells Observer, sounding less like a woman under...