Divot

#32: Risk, Freedom & Building Billion-Dollar Companies Before the World Believed

Jan 14, 2026
Tim Draper, a pioneering venture capitalist and founder of Draper Associates, dives into his journey backing groundbreaking companies like Tesla and SpaceX. He shares insights on the evolution of Bitcoin, emphasizing its potential as a transformative technology that aids the unbanked. Draper discusses the importance of independent thinking in entrepreneurship and reflects on the ups and downs of tech cycles. With a mission to reshape education and governance in California, he inspires others to forge their paths and embrace challenges.
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ADVICE

Champion Founders From Day One

  • Treat founders as superheroes from day one and give them room to grow into success.
  • Encourage risk-taking and singular focus to create lasting impact.
INSIGHT

Push The Edge Until It Becomes You

  • Repeatedly pushing boundaries turns backlash into identity and eventually support.
  • The third time you push the edge people accept it as your personality.
ADVICE

Don't Dwell — Move Forward Fast

  • Move on quickly after failures and focus on what's next instead of dwelling.
  • Close the door on past mistakes and do backfilling when needed, then pursue the next opportunity.
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