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The Meb Faber Show
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Meb Faber
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Jason Calacanis on Democratizing Venture Capital, Handle Large Winners, & Why The Price You Pay Matters | #469

E469 • Mar 8, 2023 • 65 mins

Today’s returning guest is Jason Calacanis, famed Angel investor and podcast host of the All-In Podcast and This Week in Startups. In today’s episode, Jason shares why he’s more excited about the startup landscape than he’s been in the past 10 years. He touches on his approach to handling his large winners like Uber, Robinhood & Calm, lessons learned from surviving multiple cycles as a venture capitalist, and why he’s now focusing on democratizing access to venture capital.

Key Points

  • Jason Calacanis shares his excitement about the startup landscape, emphasizing that the current market offers disciplined deals with reasonable valuations and a focus on product and customer reactions.
  • He discusses the importance of strategic selling and holding positions in successful startups, drawing from his experiences with companies like Uber and Robinhood, and highlights the value of locking in gains to motivate investors and maintain momentum.
  • Calacanis underscores the significance of reputation and diligence in venture capital, detailing his approach to supporting both successful and struggling companies, and advocating for a hands-on, founder-friendly investment strategy.
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