How an AI hedge fund’s huge bet unraveled at Situational Awareness

Situational Awareness, an AI-focused hedge fund started by 24-year-old former OpenAI employee Leopold Aschenbrenner, sold most or all of its public stock portfolio to Ken Griffin’s Citadel after several bad weeks for AI stocks. CNBC said the fund was worth $45 billion at the start of July and is now worth $10 billion after the asset sale.

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This is mainly a business and market story about an AI-focused hedge fund losing value, with only mild reference to powerful AI forecasts.

How an AI hedge fund’s huge bet unraveled at Situational Awareness

Situational Awareness became a symbol of the AI investment boom because it was built around a very specific conviction: that understanding artificial intelligence better than traditional money managers could become a financial edge. After several bad weeks for AI stocks, that premise is under far more pressure.

The hedge fund, started by 24-year-old former OpenAI employee Leopold Aschenbrenner, has sold most or all of its entire public stock portfolio to Ken Griffin’s Citadel, depending on who’s reporting. CNBC said the fund was worth $45 billion at the start of July and is now worth $10 billion after the sale of assets to Griffin.

A fast fall for a fund built on AI confidence

Situational Awareness focused on artificial intelligence bets. Its name came from Aschenbrenner’s series of essays about machine intelligence, which helped establish the intellectual case behind the fund.

The central idea was not subtle. The fund was formed around the belief that AI would advance quickly and that public market exposure to AI-related companies could turn that view into large gains.

According to the source article, the portfolio sale followed several bad weeks for AI stocks. CNBC reported that the fund’s largest holdings at the end of the first quarter included Nebius Group, Sandisk, Micron and CoreWeave, according to filings. CNBC also wrote that all four of those stocks are down more than 35 percent this month.

The scale is what makes the episode stand out. CNBC’s reported figures place the fund at $45 billion at the start of July and $10 billion after the sale. The source article also compares the possible losses with Archegos Capital Management, which lost $8 billion in ten days in 2021, according to The Wall Street Journal.

The thesis behind Situational Awareness

Aschenbrenner’s essays argued that machine intelligence was moving toward a dramatic break point. In one passage cited by the source article, he wrote: “We are building machines that can think and reason.”

He also wrote: “By 2025/26, these machines will outpace many college graduates. By the end of the decade, they will be smarter than you or I; we will have superintelligence, in the true sense of the word. Along the way, national security forces not seen in half a century will be unleashed, and before long, The Project will be on. If we’re lucky, we’ll be in an all-out race with the CCP; if we’re unlucky, an all-out war.”

Those claims became more than commentary. They were presented in the source article as the theoretical underpinnings of the hedge fund. The investment logic followed from the belief that artificial general intelligence would arrive in 2027 and that AI stocks would benefit from that trajectory.

Aschenbrenner also described the fund’s intended advantage in a podcast interview with Dwarkesh Patel. “Basically, this investment firm will be kind of like a brain trust on AI,” he said. He added: “We’re going to have way more situational awareness than any of the people who manage money in New York. We’re definitely going to do great on investing, but it’s the same sort of situational awareness that is going to be important for understanding what’s happening, being a voice of reason publicly, and being able to be in a position to advise.”

Small team, large exposure

The fund’s reported staffing makes the scale of the bet even more striking. Situational Awareness had a staff of eight, with four investment professionals.

That does not by itself explain the losses. But it does highlight the contrast between the size of the operation and the size of the public stock portfolio that was later sold to Citadel.

The holdings named by CNBC were all tied to the broader AI market story. The issue was concentration around a theme that had already made investors nervous. When the stocks tied to that theme moved sharply lower, the fund’s losses appear to have moved quickly as well.

  • Situational Awareness focused on artificial intelligence bets.
  • Its largest holdings at the end of the first quarter included Nebius Group, Sandisk, Micron and CoreWeave.
  • All four of those stocks are down more than 35 percent this month, according to CNBC.
  • The fund sold most or all of its public stock portfolio to Ken Griffin’s Citadel.

Why investors bought into the story

The source article points to the social and professional network around Aschenbrenner as an important part of the story. Situational Awareness’s backers included Patrick and John Collison, who cofounded Stripe, and two Meta AI leaders, Daniel Gross and Nat Freedman.

The fund’s director of research was Carl Shulman, who had worked at Peter Thiel’s Clarium Capital. Jane Street also bought in. The Wall Street Journal wrote in June that Jane Street’s investment in Situational Awareness was notable because the firm rarely allocates capital to outside money managers.

Aschenbrenner had built a profile before launching the fund. At age 17, Tyler Cowen called him “an economics prodigy.” Cowen’s Emergent Ventures gave him a grant, according to Fortune.

He published essays in Works in Progress, a publication funded by Stripe. During his time at Columbia University, he cofounded the college’s Effective Altruism chapter. After graduating in 2021 as Columbia University’s valedictorian at age 19, he worked at the FTX Future Fund, the philanthropic arm of cryptocurrency exchange FTX, which collapsed after Sam Bankman-Fried’s fraud was revealed.

The lesson for AI investing

The story is not just about one hedge fund. It is about how an AI narrative can move from essays and podcasts into large financial commitments.

Situational Awareness framed AI knowledge as an investing advantage. The problem is that a strong view about technology does not remove market risk. A fund can be right about the importance of a sector and still be exposed to timing, valuation and concentration problems.

The reported sale to Citadel marks a sharp reversal for a fund whose name promised exactly the kind of awareness that investors prize. For anyone watching AI stocks, the episode is a reminder that conviction and capital can compound quickly in both directions.