Invested by Aleph

Harry Stebbings on Starting 20VC, Being Underestimated, Investing, and Wealth vs. Happiness

8 snips
Jul 5, 2023
Ask episode
AI Snips
Chapters
Transcript
Episode notes
ADVICE

Manage Portfolios Actively Not By Default Reserves

  • Be proactive about portfolio management and selling positions rather than blindly reserving capital.
  • Harry regrets holding when he should've sold and favors a no-reserves approach because reserves often chase fast but unsustainable growth.
INSIGHT

Deploy Slowly To Smooth Cycle Risk

  • Temporal diversification in deployment mitigates cycle risk; funding speed driven by fees can bias behavior.
  • Harry deploys over 3–3.5 years and says his media business reduces pressure to raise funds quickly for fees.
ADVICE

Own A Tiny Content Niche First

  • Niches win in content: start hyper-specific, earn the right to expand, then scale regionally.
  • Harry grew 20VC by owning founder-focused VC content then broadening to adjacent products and data.
Get the Snipd Podcast app to discover more snips from this episode
Get the app