Tech
In this photo illustration, the Stack Overflow logo is seen...
The Stack Overflow logo seen displayed on a smartphone screen (Thomas Fuller/Getty Images)
isn’t it aironic?

Stack Overflow’s forum is dead thanks to AI, but the company’s still kicking... thanks to AI

The platform is raking in millions of dollars in revenue, with AI an ironic new source of revenue.

Claire Yubin Oh

When Elon Musk described Stack Overflow’s plight as “death by LLM” in July 2023, he wasn’t exaggerating.

Having been the go-to resource for developers looking for technical help for a long time, Stack Overflow neared the peak of its powers during the pandemic, with coders seeking the evergreen information on the company’s popular Q&A forum. But amid a wave of powerful code-writing AI assistants like ChatGPT, Cursor, Claude, Google’s Gemini, and Microsoft’s Copilot, traffic to the site has plummeted.

Last month, Stack Overflow recorded just 6,866 questions — roughly equal to the typical volume when the site first launched back in 2008.

Stack overflow’s traffic
Sherwood News

But while Stack Overflow the Q&A forum looks dead, Stack Overflow the company looks to be limping along.

Unlike Chegg and other knowledge hubs that have fallen victim to generative AI, Stack Overflow has found a way to monetize its enormous back catalog of content. Indeed, even with engagement falling off a cliff since ChatGPT’s 2022 debut, the company’s annual revenue has roughly doubled to $115 million. Losses have slimmed, too, from $84 million in FY2023 to $22 million as of the last fiscal year, as desperate cost-cutting efforts, including mass layoffs, helped boost the bottom line.

Once dependent on ads across its buzzy forum, Stack Overflow now primarily makes money from enterprise solutions like “Stack Internal,” which provides a generative-AI add-on powered by the millions of questions and answers on the site through the years. Stack Internal is now used by 25,000 companies around the world. It also licenses its data to AI companies, in a Reddit-like model — a platform that made more than $200 million from licensing user-generated content in 2024. 

Put simply, Stack Overflows new niche is the trust built by its old community and their expertise. In the words of CEO Prashanth Chandrasekar last December:

...when we saw the questions decline in early 2023, what we realized is that pretty much all those declines were with very simple questions. The complex questions still get asked on Stack because there’s no other place. If the LLMs are only as good as the data, which is typically human curated, we’re one of the best places for that, if not the best for technology.

Large language models want data about coding problems and how to solve them. Stack Overflow has a big digital warehouse full of that, but it’s increasingly aging, as queries move into private chat windows with LLM models... which need huge chunks of data to work. Stack Overflow has become a fascinating canary in tech’s new, circular coal mine.

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Prediction markets have, predictably, been given a boost by the summer of sports

Major platforms like Kalshi and Polymarket have seen huge upticks in users of late, thanks in no small part to what’s felt like a recent sporting smorgasbord, with major competitions across hockey, basketball, and soccer soaking up fans’ time (and spending, clearly) at the outset of summer.

While gaming industry groups may not like it, there’s been a huge change in the methods people are using to put money on the big games, with everyone from fortunate NYC bar owners, to a far less fortunate Spanish supporter, turning to prediction markets to try and turn their sports know-how into cold, hard cash.

According to a new report from Adam Blacker for apptopia, that shift might have been even more seismic than imagined in the wake of the NBA and NHL finals and around the 2026 World Cup kicking off.

While gaming industry groups may not like it, there’s been a huge change in the methods people are using to put money on the big games, with everyone from fortunate NYC bar owners, to a far less fortunate Spanish supporter, turning to prediction markets to try and turn their sports know-how into cold, hard cash.

According to a new report from Adam Blacker for apptopia, that shift might have been even more seismic than imagined in the wake of the NBA and NHL finals and around the 2026 World Cup kicking off.

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Anthropic pulls Fable and Mythos access worldwide after Trump administration bars their use by foreign nationals

Only days after releasing two versions of its next-gen AI model, Anthropic has disabled them for users worldwide.

Anthropic says it received a Friday night order from the Trump administration to suspend access to the models for any foreign national (anywhere in the world) — a group that included some Anthropic employees. In response, the company turned off access to everyone.

Last week, the company released to the public its much-anticipated Claude Fable 5 model (and its restricted version Claude Mythos 5, which is still being tested with trusted partners). Anthropic said in a blog post announcing the action that officials cited national security concerns with the new models, while offering few specific details.

The post said that the government gave the company “verbal evidence of a potential narrow, non-universal jailbreak” of the public Fable 5 model. A jailbreak is a means by which users can evade restrictions built into the code to unlock prohibited functionality. Anthropic downplayed the significance of the attack, and said other major models, such as OpenAI’s GPT-5.5, could also be affected by the technique described.

Fears of these first Mythos-class models being misused are running high, after Anthropic warned the cybersecurity world in May that the advanced cyber capabilities of Mythos have rapidly discovered thousands of vulnerabilities in ubiquitous software, leading to the decision to restrict the full version of the model to a close group of trusted partners for testing.

This morning, Axios reported that Anthropic technical staff have flown to Washington to meet with White House officials to resolve the issue.

The Wall Street Journal is reporting that the Trump administration’s decision to take action against Anthropic was prompted by discussions that Amazon CEO Andy Jassy had with officials, including Treasury Secretary Scott Bessent. According to the report, Amazon researchers said they had been able to evade some of Fable 5’s security restrictions using specific prompts. Amazon is a major investor in Anthropic.

Anthropic is currently suing the US government to fight the Pentagon’s blacklisting of the company on national security grounds.

Last week, the company released to the public its much-anticipated Claude Fable 5 model (and its restricted version Claude Mythos 5, which is still being tested with trusted partners). Anthropic said in a blog post announcing the action that officials cited national security concerns with the new models, while offering few specific details.

The post said that the government gave the company “verbal evidence of a potential narrow, non-universal jailbreak” of the public Fable 5 model. A jailbreak is a means by which users can evade restrictions built into the code to unlock prohibited functionality. Anthropic downplayed the significance of the attack, and said other major models, such as OpenAI’s GPT-5.5, could also be affected by the technique described.

Fears of these first Mythos-class models being misused are running high, after Anthropic warned the cybersecurity world in May that the advanced cyber capabilities of Mythos have rapidly discovered thousands of vulnerabilities in ubiquitous software, leading to the decision to restrict the full version of the model to a close group of trusted partners for testing.

This morning, Axios reported that Anthropic technical staff have flown to Washington to meet with White House officials to resolve the issue.

The Wall Street Journal is reporting that the Trump administration’s decision to take action against Anthropic was prompted by discussions that Amazon CEO Andy Jassy had with officials, including Treasury Secretary Scott Bessent. According to the report, Amazon researchers said they had been able to evade some of Fable 5’s security restrictions using specific prompts. Amazon is a major investor in Anthropic.

Anthropic is currently suing the US government to fight the Pentagon’s blacklisting of the company on national security grounds.

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