16x Return on Investment
"That's a 16x return on a single position in roughly 18 months. That one bet now represents approximately 20% of his entire $20 fund, meaning roughly $4 billion of his current assets under management traces back to a single venture check written less than 2 years ago."
ℹ️ In shortOne investment yielded a 16x return in roughly 18 months, representing 20% of Ashenbrenner's entire fund, or approximately $4 billion.
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… And of course, one of the best venture investments of the decade for a public hedge fund. Now, now here's what happened. Back in February 2025, Situational Awareness, which is Ashenbrenner's fund, they poured a nice little bit of capital into Anthropic at a $60 billion dollar Well, just filed for an IPO at a valuation approaching $965 billion. That's a 16x return on a single position in roughly 18 months. That one bet now represents approximately 20% of his entire $20 fund, meaning roughly $4 billion of his current assets under management traces back to a single venture check written less than 2 years ago. That's [ __ ] crazy. Oh, if only crypto angel investing worked like that. Anyway, for context, most venture funds would consider a 10x return on a single position to be a kind of outcome that defines an entire fund's career. The one deal that justifies everything else, the big winner. Well, Ashton Brenner, of course, on his historic run blew past …
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