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Situational Awareness unwound its public equity holdings after leveraged losses but kept its Anthropic stake

Executive summary: Situational Awareness, a hedge fund led by a former OpenAI researcher, liquidated its publicly traded equity positions after leveraged bets suffered losses, while retaining its stake in Anthropic. The move reduces the fund’s market exposure but leaves its performance linked to the private AI company’s valuation, highlighting concentration risk in AI‑focused funds.

Who is involved: Situational Awareness (hedge fund), its manager (former OpenAI researcher), Anthropic (AI startup), and possibly Citadel as a counterparty in the portfolio sale.

Likely next: The fund will file its next Form 13F showing the revised holdings, and Anthropic may face further scrutiny over its AI model security following recent breach tests.

The fund’s exit from public markets shows how leveraged AI‑related bets can quickly turn sour, pushing the manager toward private AI holdings for potential upside. Retaining Anthropic shares concentrates the fund’s risk and reward in a single AI startup, making its performance highly sensitive to that company’s valuation and any reputational shocks. The episode illustrates the tension between short‑term public‑market tactics and long‑term private‑tech investments in AI‑focused hedge funds.

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