The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch 20VC: Raising $400M for 20VC: Fundraising Lessons | Getting Marc Benioff Through 53 Cold Emails: How to Master Cold Outbound | 7 Lessons from 101 Decacorn Founders with Harry Stebbings (Simon Squibb Edition)
405 snips
Jan 24, 2026 
Simon Squibb, entrepreneur and podcast host known for founder interviews, sits down with Harry Stebbings. They cover wild early wins, relentless cold outreach that landed Marc Benioff, and raising big rounds via personal relationships. Short, punchy stories on persistence, content as distribution, turning failure into opportunity, and seven billionaire lessons packed into practical takeaways.
AI Snips
Chapters
Books
Transcript
Episode notes
Start Before You're Ready
- Just start before you feel ready; activity drives outcomes and most people never begin.
- Consistent repetition and showing up turn early incompetence into eventual competence.
Distribution Equals Value
- Distribution is today's dominant source of value and can scale companies quickly.
- A single LinkedIn post can drive millions in revenue for a portfolio company if you have reach.
Relentless Follow-Up Wins
- Persist relentlessly: Harry emailed Marc Benioff 53 times with fresh personalizations until he got a yes.
- Use repeated, evolving touches and social proof to break through elite gates.
