AI Stock Guru Leopold makes a comeback, entering the options market, with his core positions centered on the AI infrastructure and storage narrative.
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According to CNBC, the hedge fund Situational Awareness, run by self-styled "AI stock guru" Leopold — who nearly faced liquidation this summer — appears to be staging a comeback, resuming its activity in the options market. A source familiar with the development said founder Leopold has been repurchasing options since last weekend through early this week, with underlying assets largely matching its prior "AI infrastructure/storage" investment thesis: SK Hynix, SanDisk, AMD, Bloom Energy, CoreWeave, plus the storage-themed Roundhill Memory (DRAM) ETF. The options position totals hundreds of millions of dollars. It remains unclear whether these new options purchases are backed by newly raised public market capital or leftover funds from the July sell-off. In July, the hedge fund Situational Awareness, managed by Leopold, a former OpenAI researcher nicknamed the "AI stock guru," suffered a severe setback. The fund, which once held over $45 billion in assets under management (AUM) at the start of the month, faced mounting margin pressure as AI-related stocks in storage, power and computing sectors plunged this summer. It was forced to offload nearly all its public market stock positions at a discount to Citadel Securities, cutting its total size to roughly $10 billion, while retaining private positions — particularly its stake in Anthropic.
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