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Aschenbrenner's $35 Billion AI Wipeout: The Conviction Trade That Wasn't a Hedge

Reported by Finance
Sep 16, 2026· 3 min read
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Key Takeaways
  • • Leopold Aschenbrenner's Situational Awareness hedge fund suffered a $35 billion loss, marking the largest hedge fund loss in history, after deploying 400% leverage on concentrated AI infrastructure bets that included positions in SK Hynix and other AI-adjacent securities.
  • • The fund, which had grown to $45 billion in assets by early July 2026, was forced to unwind all public stock holdings after margin calls triggered by sharp declines in AI infrastructure investments and adverse movements in short positions against software companies like Adobe.
  • • Citadel, Ken Griffin's hedge fund, reached a deal to acquire Situational Awareness's publicly traded assets as multiple prime brokers—including Bank of America, Goldman Sachs, and JPMorgan Chase—worked to facilitate an orderly liquidation to meet margin requirements.
  • • The 24-year-old former OpenAI researcher's fund operated as a concentrated conviction play on near-term AI monetization, combining long positions in AI infrastructure with short bets against software stocks, leaving it vulnerable to correlated losses across both sides of the portfolio.
  • • Prime brokers began marketing the fund's holdings on both the long and short side prior to market open, with negotiations ongoing regarding the potential sale of the fund's Anthropic stake, though the firm disputed reports about marketing that particular position.
Summary
Leopold Aschenbrenner's Situational Awareness hedge fund has suffered a $35 billion loss—the largest in hedge fund history—forcing a comprehensive unwinding of its public equity positions. The fund, which had peaked at $45 billion in assets at the start of July 2026, collapsed after deploying extreme leverage on a concentrated thesis around artificial intelligence infrastructure investments. According to sources familiar with the matter, the fund ran 400% leverage on positions including SK Hynix and other AI-related securities, creating a structural vulnerability to adverse price movements.

The fund's losses were compounded by a deteriorating portfolio composition. While long positions in AI infrastructure companies declined sharply, concurrent short positions against software companies such as Adobe moved significantly against the fund, creating a two-front loss scenario. This dual exposure highlighted the risk inherent in a conviction-driven strategy that lacked meaningful hedging mechanisms despite the "Situational Awareness" fund name. The 24-year-old Aschenbrenner, who previously worked at OpenAI, had constructed the fund around a bet that artificial intelligence monetization would accelerate in the near term, concentrating holdings rather than diversifying across multiple theses.

The liquidation process involved multiple major financial institutions. Prime brokers including Bank of America, Goldman Sachs, and JPMorgan Chase mobilized to facilitate an orderly unwinding as margin calls mounted. Citadel, the hedge fund operated by Ken Griffin, agreed to purchase the fund's publicly traded assets, providing a structured exit mechanism for at least a portion of the portfolio. In the days preceding the market open, brokers marketed holdings across both long and short positions to institutional buyers, though the specific mechanics of satisfying all margin calls remained unclear as of reporting.

Negotiations around certain positions, particularly Situational Awareness's stake in Anthropic, created additional complexity. The fund disputed reports that it was actively marketing the Anthropic holding, introducing uncertainty about whether that transaction would close as part of the broader liquidation. The unwind occurred amid personal circumstances for Aschenbrenner, who was reportedly getting married the weekend of the fund's collapse, adding an additional layer to what became the most significant hedge fund loss on record.

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Sources

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Finance Aschenbrenner's $35 Billion AI Wipeout: The Conviction Trade That Wasn't a Hedge