AI Venture Funding and Bubble Risks
Assessing AI venture hype, soaring foundation model valuations, and public market exit windows.
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Oct 27, 2026
Oct 23, 2026
Oct 22, 2026
- 20VC Anthropic’s reported slowdown leaves room for a huge valuation, but its revenue deserves less predictability than conventional SaaS. Harry cites $16.8B of Q3 revenue, 45% sequential growth, an 85% gross margin and adjusted profitability, alongside a rumored IPO valuation …
- Town at $1B and Anduril at $90B force a distinction between exceptional companies and attractive entry prices. Jason calls Town an early venture bet with limited data, dressed in a billion-dollar valuation; Anduril’s roughly 40x revenue demands …
Oct 19, 2026
- Sameer Dholakia Dholakia underwrites AI as a larger opportunity than the internet and cloud combined. “Oil powers all the machines. Intelligence powers all the humans.” Bessemer’s Anthropic investment at $15 billion pre-money followed a …
- Entry price matters, but Dholakia tests high current ARR multiples against what a business could become over the next 12 months. He considers 10–15x on an NTM basis reasonable for extraordinary businesses; Legora’s move from $20 million to $200 million illustrates his …
- Longer private-company lives do not eliminate the need for liquidity or the possibility of an IPO reopening. Dholakia supports partial secondary sales and predicts an IPO unlock “later next year, and in 2028,” driven by demand for pure-play AI …
Oct 16, 2026
- Brad Gerstner Brad Gerstner is tactically cautious after AI stocks’ April–May surge, yet more bullish on 2027–28. He cut exposure to “medium-small,” expecting consolidation amid higher rates, inflation and political risk, but may begin buying over the …
- Gerstner left Anthropic’s investor day more bullish on the company, its prospective IPO and the road ahead. His “vibe check” among major investors was “a nine or a 10 out of 10,” despite a negative public-market reaction to reported Q3 revenue just …
Oct 15, 2026
- 20VC Jev’s $870 million Series A at a $7.5 billion valuation is defensible only if a focused team turns a cheap binary classifier into infrastructure used everywhere. Jason estimates it currently resolves perhaps 70%–80% of carefully prompted matches and serves about 10% of AI use cases; hyper-accuracy …
- Private AI valuations are pricing an unprecedented production rate of giant outcomes. The hosts counted 42 new decacorns in 2026 so far versus 34 in 2021, against roughly 20, plus or minus, created per decade historically and …
Oct 8, 2026
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Oct 1, 2026
- Jack Altman Instinct’s $1 billion round at a $10 billion valuation is a bet that focus and cross-platform neutrality can overcome Meta’s balance sheet. The bull case rests on a highly regarded team, explosive consumer demand, Meta’s history of abandoning non-core products, and strategic …
- The investment only works if $25 billion-plus outcomes become routine or Instinct creates defensible economics before its compute bill overwhelms it. Harry raised whether a portfolio could tolerate three highly volatile bets among 30; Jack said a $500 million investment could be rational …
- Mistral and Adobe represent opposite responses to AI disruption: strategic sovereignty versus managed stagnation. Mistral’s €3 billion round and stated €1 billion year-end revenue ambition were framed not as proof it matches OpenAI or Anthropic, but as …
Sep 30, 2026
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Sep 24, 2026
- 20VC The Anthropic $2 trillion IPO slipping from October to November is prospectus tactics, not a market crack, in Rory O'Driscoll's read. After finally becoming bigger than OpenAI in Q2 and enduring OpenAI's "furious" July counter-tweeting, the bankers want a clean quarter in …
- Menlo's Venky sounded the bubble alarm and Harry called it "a blowhard piece" from the firm that "paid the highest price on most rounds." Rory's defense of the substance: the market splits into house-money winners and terrified catch-up players, with FOMO checks in between, and …


















