Leopold Aschenbrenner's AI hedge fund Situational Awareness had to sell nearly its entire publicly traded stock portfolio to Ken Griffin's firm Citadel after racking up steep losses.

Aschenbrenner, now in his mid-20s and with no prior trading experience, started working for the FTX Future Fund in February 2022. The fund was the philanthropic arm of Sam Bankman-Fried's crypto exchange, which later collapsed. Aschenbrenner left before the implosion. In 2023, he joined OpenAI's "Superalignment" team but was fired in April 2024 over an alleged information leak. Aschenbrenner disputed that account, saying he'd only shared a largely harmless document with three outside researchers and had previously flagged security gaps at OpenAI.

That same year, Aschenbrenner gained a large following with his essay "Situational Awareness," which predicted rapid AI growth. In 2024, he launched the hedge fund by the same name. According to CNBC, it peaked at $45 billion in assets but had just eight employees, four of them on the investment side.

From 439 percent returns to a fire sale in days

As recently as last Friday, Aschenbrenner reported a 439 percent return for the first half of the year, according to the FT, and called on investors to put in fresh capital by August 1. Days later, falling AI stocks like SK Hynix and margin calls from banks forced the heavily leveraged fund into an emergency sell-off. His bet against software stocks like Adobe also backfired. Aschenbrenner is keeping his private holdings, including a stake in Anthropic.