
Leopold Aschenbrenner’s Situational Awareness, once one of Silicon Valley’s most aggressive artificial-intelligence bets, has been stripped of its public stock portfolio after a brutal reversal in the trades that made the 24-year-old investor a star. The fund’s public holdings were sold to Ken Griffin’s Citadel, turning an AI-fueled rocket ride into a very public emergency exit. The episode is less a clean disappearance than a warning about what happens when a concentrated technology thesis meets borrowed money and a fast-moving market.
Axios reported that Situational Awareness sold its public-equities portfolio to Citadel after a sell-off in AI-linked stocks, while putting the fund’s recent assets under management at roughly $20 billion. CNBC reported that losses hit bets on AI infrastructure companies such as SK Hynix, while short positions in software companies, including Adobe, moved sharply against the fund.
The scale of the operation had already become difficult to ignore. A March 31 regulatory filing reviewed by the Securities and Exchange Commission listed 42 reportable entries with a combined value of about $13.7 billion, though that figure reflects disclosed holdings and is not the same thing as total assets or gross exposure.
How An AI Manifesto Became A Wall Street Power Play
Aschenbrenner built his reputation by connecting the race toward artificial general intelligence with the physical infrastructure needed to support it: chips, electricity, data centers and computing capacity. On the firm’s own website, he says he founded an investment firm focused on AGI after working on OpenAI’s Superalignment team.
His 165-page essay, “Situational Awareness: The Decade Ahead,” helped turn him into what some admirers called an AI oracle. OpenAI lists Aschenbrenner among the contributors to its Superalignment work, while his fund attracted backing from figures including Stripe co-founders Patrick and John Collison, former GitHub chief Nat Friedman and investor Daniel Gross.
That mix of technical credibility, early AI positioning and enormous leverage made the portfolio unusually visible. It also left little room for error when the market turned, because a trade can be brilliant on paper and still become a forced sale when lenders want cash immediately.
The Carmel Wedding Adds A Very Silicon Valley Plot Twist
The financial collapse arrived days before Aschenbrenner was expected to marry Avital Balwit in Carmel, California, according to the New York Post. Balwit, his fiancée, serves as chief of staff to Anthropic CEO Dario Amodei, and the pair reportedly met while working at FTX.
The Post described Aschenbrenner’s operation as a $45 billion portfolio, while other reports have cited roughly $20 billion to $24 billion in assets under management. Those numbers are not necessarily contradictory: assets under management and gross portfolio exposure measure different things, especially when a fund uses significant borrowing.
It is also worth being precise about what collapsed. The reported transaction involved Situational Awareness’s public stock book, so the sale does not by itself prove that every private investment vanished or that the entire firm formally shut down. It does show that the public-market strategy behind one of the AI boom’s most closely watched funds was forcibly reset at remarkable speed.
Aschenbrenner had recently promised to focus more heavily on risk management and resilience after selling part of his public-stock portfolio, according to the Post’s account. For Silicon Valley’s AI crowd, the timing is an awkward reminder that even the person writing confidently about the next decade can still get ambushed by the next few weeks.









