E14: Jason Calacanis on How He Returned 4,000X ($25K into $100MM) on a Single Investment
The David Weisburd Podcast
The 10X Capital Podcast is a podcast that interviews the world's leading institutional investors. Previous guests include The Ford Foundation, Northwestern University Endowment, CalPERS, Stepstone, and other top limited partners.
David Weisburd
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E14: Jason Calacanis on How He Returned 4,000X ($25K into $100MM) on a Single Investment

E14 • Oct 23, 2023 • 40 mins

Jason Calacanis, founder of LAUNCH and host of the All-In Podcast and This Week in startups, sits down with David Weisburd to discuss his new fundraise and his views on the venture capital landscape. We’re proudly sponsored by Tactyc, visit tactyc.io if you’re ready to level up your venture fund.

Key Points

  • Venture Capital is a competitive field where top firms and individuals work tirelessly, often staying active in the industry well past typical retirement age, exemplified by figures like Doug Leone and Vinod Khosla who remain deeply involved in meetings and startup discussions despite their senior status.
  • Jason Calacanis emphasizes the importance of deal flow in venture capital, detailing his funnel process that involves podcasts for visibility, a common application for funding, and a set of criteria for selecting investments, aiming to be the first investor and subsequently increase ownership in successful startups.
  • Portfolio construction in venture capital involves a strategic mix of small initial investments with options for follow-on investments, allowing investors to become integral early supporters for startups, thereby gaining access to valuable information and opportunities to concentrate on winners as they scale.
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