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The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

The Twenty Minute VC (20VC) interviews the world's greatest venture capitalists with prior guests including Sequoia's Doug Leone and Benchmark's Bill Gurley. Once per week, 20VC Host, Harry Stebbings is also joined by one of the great founders of our time with prior founder episodes from Spotify's Daniel Ek, Linkedin's Reid Hoffman, and Snowflake's Frank Slootman. If you would like to see more of The Twenty Minute VC (20VC), head to www.20vc.com for more information on the podcast, show notes, resources and more.
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Now displaying: Page 1
Sep 18, 2023

Miles Grimshaw is a General Partner @ Benchmark, widely considered one of the best venture capital firms in history. Prior to joining the Benchmark Partnership, Miles was a General Partner @ Thrive Capital where he led investments in Airtable, Monzo, Lattice, Github, Segment, Slack and Benchling to name a few.

In Today's Episode with Miles Grimshaw We Discuss:

1. Straight into VC From University: From Yale to Thrive

  • How did Miles come to land a role with Josh Kushner and Thrive right out of Yale?
  • What are 1-2 of his biggest lessons from working with Josh @ Thrive for 8 years?
  • What does Miles know now that he wishes he had known when he started in venture?

2. The Pillars of Venture Capital: Sourcing, Selecting, Servicing:

  • What does Miles believe are the 5 core pillars of successful venture capital?
  • 1-5, what is his strongest and what is his weakest?
  • Does Miles really believe that VCs add value today?
  • What are the most clear ways that Miles have seen VCs destroy value in portfolio companies?

3. Investment Decision Making: From Github to Segment:

  • What is the single most important question that Miles has to answer to say yes to an investment?
  • How does Miles think about both market sizing risk and market timing risk?
  • What have been Miles' biggest hits? What did he learn from making those investments?
  • What have been Miles' biggest misses? What did he learn from missing Figma and Plaid?
  • What have been 1-2 of Miles's biggest lessons so far from working with Bill Gurley and Peter Fenton?

4. AI: What Happens Next:

  • Does Miles believe we are in an AI bubble today? How does he assess the landscape?
  • Why does Miles believe that the "Co-Pilot" strategy is an incumbent strategy?
  • Where does Miles believe the value will accrue; the application layer or the infrastructure layer?
  • What does Miles mean when he says the future is in "selling the work and not the software"?
  • What business model disruption and adoption disruption does Miles believe AI will enable?
  • Why does Miles believe that the analogy of AI to the rise of mobile is wrong?

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