Quick Read
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NVDA dominates AI options bets with a $5.28T market cap, 105% revenue growth, and Q3 guidance of $108B, all of which make it the default target for any concentrated AI trade.
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Aschenbrenner lost an estimated $35 billion in days before being forced to unwind all positions in July, with Citadel stepping in to buy the portfolio.
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Three days after Cramer declared him ‘bigger than ever,’ Protos reported Aschenbrenner’s new AI options positions were already underwater again.
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On September 11, 2026, Jim Cramer posted five words on X in reaction to CNBC’s reporting that instantly ricocheted around finance Twitter: “HE’s back, he’s bigger than ever”. He was sharing CNBC’s reporting that Leopold Aschenbrenner’s fund, Situational Awareness, had turned active in the options market again. The post is a headline reaction, well short of a considered market call.
The name matters because of what happened six weeks earlier.
Who Aschenbrenner Is, And What Happened In July
Leopold Aschenbrenner is a former OpenAI researcher who built Situational Awareness into an AI-focused hedge fund that Moneycontrol described as reaching $45-billion by the time he was 24. CNBC’s post-mortem described how he built the $45 billion AI hedge fund and lost most of it in days. BeInCrypto put the wipeout at $35 Billion. Those two dollar figures measure different things: the size the fund reached, and the amount reportedly lost.
On July 30, 2026, CNBC reported that Aschenbrenner was forced to unwind all public stock positions after steep losses, according to The Wall Street Journal. The same day, The Wall Street Journal reported that Citadel bought Situational Awareness’s stock portfolio after the losses. That is the hole he is climbing out of.
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Back In The Market, This Time Through Options
Multiple outlets converged on the return story on the same day. CNBC reported on September 11, 2026 that Situational Awareness is active in the options market, according to Quartz. Quartz on September 11, 2026 reported Situational Awareness is buying options after the collapse, according to CNBC. inkl on September 11, 2026 framed it as Aschenbrenner returning to the market with new AI options bets, and UA.NEWS on September 11, 2026 described the fund becoming active in the options market again after an asset decline, according to CNBC.
