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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
Jan 19, 2026

Winston Weinberg is the CEO and Co-Founder of Harvey, the leading professional services platform engineered with AI for law, tax, and finance. Winston has raised over $980M for Harvey from Sequoia, a16z, GV, Elad Gil and more with a last round price of $9.2BN post-money. Before founding Harvey in August 2022, Winston was an attorney at O'Melveny & Myers LLP, specializing in antitrust and securities litigation. 

AGENDA:

04:10 #1 Thing Every Founder Needs to Do Everyday

05:33 Must Do Daily Routines and Productivity Tips for CEOs

12:45 How to Get Sequoia and a16z Term Sheets

15:06 Why VCs Suck at Helping Companies Hire?

27:01 What No One Understands About Enterprise AI Adoption

38:06 AI's Impact on Professional Services

39:26 Future of Law Firms: Do They Die?

43:38 What Everyone Should Know That No One Tells You About Hiring in Europe

47:08 I Have Massive Trust Issues…

54:17 Biggest Lessons on Effective Deal-Making 

59:20 Cold Emailing OpenAI and It Leading to a Term Sheet

01:02:33 Quick Fire Round

Try NEXOS.AI for yourself with a 14-day free trial: https://nexos.ai/20vc

 

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