The Pitch

Season 12: Tear Down The System

Jul 31, 2024
This episode features Charles Hudson, an investor with deep startup expertise, along with tech investor Cyan Banister, entrepreneur Elizabeth Yin, dedicated investor Mac Conwell, and seasoned entrepreneur Jesse Middleton. They dive into systemic changes needed in education and healthcare and share personal investment tales that reveal the triumphs and tribulations of the venture capital world. Highlights include high-stakes bets on companies like SpaceX and the philosophy of reinvesting in innovation over luxury, showcasing their commitment to transformative ventures.
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ANECDOTE

Charles Hudson's First Investment

  • Charles Hudson's first investment was in a hardware company called G-tar, which unfortunately went out of business.
  • Despite this, he invested in the same founder three more times, demonstrating conviction in the person.
ANECDOTE

Elizabeth Yin's First Investment

  • Elizabeth Yin's first investment was likely through a 500 Startups SPV in a company called Wanderable.
  • Wanderable, a trip registry service, eventually exited to Airbnb.
ANECDOTE

Mac Conwell's First Investment

  • Mac Conwell's first investment, made during his third week in venture capital, was in Osmosis, a platform for medical students.
  • Although Osmosis was eventually acquired, the state of Maryland, his employer, asked for their money back with only interest.
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