Sameer Dholakia: You Need $1BN To Do Seed Today | Who Wins and Who Loses in the Next Decade of VC | Why Margin and Price Matter Less in a World of AI

20VC

Oct 19, 2026

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Sameer Dholakia is a Partner @ Bessemer, the first that has just raised $5.75BN across a $1.75BN seed fund and $4BN growth fund. Sameer has led investments into the likes of Anthropic, Fireworks and Legora to name a few. Prior to venture, Sameer was the CEO of SendGrid, taking it from $30M in ARR to over $200M.

In Today's Show:
  • Why This Is a Supercycle Like Never Before

  • Why We Backed Anthropic to Compete With the Hyperscalers

  • Why Anthropic Was One of Bessemer's Most Contentious Deals

  • Why Open Models Don't Destroy the Market for Closed Models

  • Does Price Matter in AI and Which Metric Really Determines Value?

  • How Much Should Consumer Businesses Be Discounted for Their Revenue Quality?

  • Why Today's Gross Margins Matter Less Than You Think

  • Competition Hasn't Changed but the Capital Behind It Has

  • Why Capital Is a Moat Today

  • Is "Triple, Triple, Double, Double" Dead?

  • Can You Still Succeed With a Small Seed Fund?

  • Who Wins and Who Loses in the Future of Venture Capital?

  • Why Founders Shouldn't Hate Being an "Option Bet"

  • Why Signalling Risk Doesn't Worry Me

  • Why Companies Will Stay Private Longer and Why the IPO Window Could Reopen by 2028

  • How Should Retail Investors Participate in Venture Capital?

  • How Fireworks Could Become a $250 Billion Business

  • Why Bessemer Is Confident It Can Deliver 5x Returns on $5.75 Billion

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© 2024 20VC. All rights reserved.