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Is Craigslist the Last Real Place on the Internet?

Simon Osuji by Simon Osuji
January 10, 2026
in Artificial Intelligence
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Is Craigslist the Last Real Place on the Internet?
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The writer and comedian Megan Koester got her first writing job, reviewing internet pornography, from a Craigslist ad she responded to more than 15 years ago. Several years after that, she used the listings website to find the rent-controlled apartment where she still lives today. When she wanted to buy property, she scrolled through Craigslist and found a parcel of land in the Mojave Desert. She built a dwelling on it (never mind that she’d later discover it was unpermitted) and furnished it entirely with finds from Craigslist’s free section, right down to the laminate flooring, which had previously been used by a production company.

“There’s so many elements of my life that are suffused with Craigslist,” says Koester, 42, whose Instagram account is dedicated, at least in part, to cataloging screenshots of what she has dubbed “harrowing images” from the site’s free section; on the day we speak, she’s wearing a cashmere sweater that cost her nothing, besides the faith it took to respond to an ad with no pictures. “I’m ride or die.”

Koester is one of untold numbers of Craigslist aficionados, many of them in their thirties and forties, who not only still use the old-school classifieds site but also consider it an essential, if anachronistic, part of their everyday lives. It’s a place where anonymity is still possible, where money doesn’t have to be exchanged, and where strangers can make meaningful connections—for romantic pursuits, straightforward transactions, and even to cast unusual creative projects, including experimental TV shows like The Rehearsal on HBO and Amazon Freevee’s Jury Duty. Unlike flashier online marketplaces such as DePop and its parent company, Etsy, or Facebook Marketplace, Craigslist doesn’t use algorithms to track users’ moves and predict what they want to see next. It doesn’t offer public profiles, rating systems, or “likes” and “shares” to dole out like social currency; as a result, Craigslist effectively disincentivizes clout-chasing and virality-seeking—behaviors that are often rewarded on platforms like TikTok, Instagram, and X. It’s a utopian vision of a much earlier, far more earnest internet.

“The real freaks come out on Craigslist,” says Koester. “There’s a purity to it.” Even still, the site is a little tamer than it used to be: Craigslist shut down its “casual encounters” ads and took its personals section offline in 2018, after Congress passed legislation that would’ve put the company on the hook for listings from potential sex traffickers. The “missed connections” section, however, remains active.

The site is what Jessa Lingel, an associate professor of communication at the University of Pennsylvania, has called the “ungentrified” internet. If that’s the case, then online gentrification has only accelerated in recent years, thanks in part to the proliferation of AI. Even Wikipedia and Reddit, visually basic sites created in the early aughts and with an emphasis similar to Craigslist’s on fostering communities, have both incorporated their own versions of AI tools.

Some might argue that Craigslist, by contrast, is outdated; an article published in this magazine more than 15 years ago called it “underdeveloped” and “unpredictable.” But to the site’s most devoted adherents, that’s precisely its appeal.

“ I think Craigslist is having a revival,” says Kat Toledo, an actor and comedian who regularly uses the site to hire cohosts for her LA-based stand-up show, Besitos. “When something is structured so simply and really does serve the community, and it doesn’t ask for much? That’s what survives.”

Toledo started using Craigslist in the 2000s and never stopped. Over the years, she has turned to the site to find romance, housing, and even her current job as an assistant to a forensic psychologist. She’s worked there full-time for nearly two years, defying Craigslist’s reputation as a supplier of potentially sketchy one-off gigs. The stigma of the website, sometimes synonymous with scammers and, in more than one instance, murderers, can be hard to shake. “If I’m not doing a good job,” Toledo says she jokes to her employer, “just remember you found me on Craigslist.”





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