From OpenAI to hedge fund manager
In 2023, Leopold Aschenbrenner began working at OpenAI -- the frontier AI company best known for its ChatGPT servicers. Aschenbrenner was brought on as a member of the company's Superalignment team, which was founded the same year. The Superalignment project was led by Ilya Sutskever and Jan Leike and focused on ensuring that highly advanced artificial intelligence systems did not act destructively and functioned in line with human values.
OpenAI's Superalignment team was disbanded in May 2024 after Sutskever and Leike departed due to concerns that the company's commercial interests conflicted with the project's safety-oriented goals, but Aschenbrenner was actually fired from OpenAI shortly before the project's termination for leaking confidential information. He denied the allegation, stating that he believed his firing was retaliation for an internal memo he had written raising safety concerns, and said he had only shared a non-confidential document with outside AI researchers seeking feedback.
Following his firing from OpenAI, Aschenbrenner published a 165-page series of essays titled "Situational Awareness" detailing his views on the economic and national security implications of increasingly powerful AI systems. The essay generated significant interest and attention in Silicon Valley, and Aschenbrenner followed up by launching his AI-focused Situational Awareness LP hedge fund.
Situational Awareness's investment approach
The core thesis that anchored the investment approach of Aschenbrenner's Situational Awareness hedge fund was that the pursuit of increasingly advanced AI systems would result in trillions of dollars being invested into powerful semiconductors and networking hardware to support the tech.
Surging demand for AI processing hardware seemingly validated Aschenbrenner's thesis, and the fund enjoyed a sustained stretch of massive gains. With valuations for AI chip stocks and related plays surging, Situational Awareness's assets under management (AUM) had reached more than $45 billion early in July 2026. Unfortunately, the fund experienced a massive drawdown due to the highly risky investment strategies it had employed.
Growth-dependent AI hardware stocks already carry a relatively high degree of risk, and Situational Awareness increased its exposure to significant downside volatility in pursuit of explosive gains. To create the potential for massive returns if AI infrastructure stocks kept soaring, Aschenbrenner's fund used highly leveraged bets and also relied on debt to fund its investments.
Using leveraged investment vehicles meant the fund would score massive gains if its stocks kept rising, but it would also face massive losses if valuations collapsed. July 2026 proved to be a brutal month for AI hardware stocks, with the iShares Semiconductor ETF (SOXX -0.29%) declining roughly 21% and many high-profile chip stocks posting declines that far exceeded that level.
Situational Awareness did have defense mechanisms in place in the event that chip stocks were hit with big sell-offs, but they mostly didn't work due to broader market trends. The fund's hedged bets depended on leading indexes seeing steep declines if valuations of AI hardware stocks fell quickly. Instead, investment dollars rotated into top software names and other plays, leaving the company with little protection.
By the end of July 2026, Situational Awareness's AUM had declined to roughly $10 billion -- down approximately 78% from its peak. The fund was forced to sell its leveraged investments to meet margin calls, and it sold its entire portfolio of publicly traded stocks to Citadel at a steep discount.
Situational Awareness retains a substantial stake in AI software leader Anthropic, and it invested an additional $400 million in chip manufacturing startup Source Foundry, bringing its total investment in the company to $500 million on the heels of its portfolio collapse in July 2026. The fund has moved away from using leveraged bets and debt to fund purchases and could eventually see a significant valuation recovery, but reaching its peak AUM will be challenging.