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Reading: Bessemer’s Sameer Dholakia on the deal his firm almost missed
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Bessemer’s Sameer Dholakia on the deal his firm almost missed

The Bessemer partner who backed Anthropic explains why it was the firm's lowest-voted deal and how entry price matters less in an AI market.

Techflier Staff
Last updated: October 20, 2026 2:09 am
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Sameer Dholakia, a Bessemer partner who has led investments in Anthropic, Fireworks and Legora, joins 20VC to talk through the firm’s newly closed $5.75B across a seed and growth fund. He recounts how Bessemer underwrote Anthropic at a $15B valuation, why the deal drew the lowest vote inside the partnership, and what that says about conviction in this cycle.

The conversation also covers whether open models threaten frontier labs, if enterprises will run Chinese open-source models, and whether entry price still matters when the underlying technology moves this fast.

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TAGGED:20VCAIAnthropicBessemerpodcastventure capital
SOURCES:20VC with Harry Stebbings
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