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Podcast with Paige Craig of Outlander VC: People Over Plans

On first-check investing, the 38-point founder framework, and why the best bets are made before a product exists.

Neal sits down with Paige Craig, Founder and Managing Partner at Outlander VC, the first-check fund that backs founders as early as humanly possible. Paige shares how growing up homeless, bootstrapping a defense tech company during the Iraq War, and years of studying what makes founders tick led him to build a 38-point framework for picking people - not plans. They cover physical AI, manufacturing, defense tech, and why first-time founders still get his first call. And yes, there are duck carnitas involved.

Key Topics

  • Outlander’s first-check model: investing before product or metrics exist

  • The 38-point founder framework: vision, intelligence, character, execution

  • Why first-time founders often outperform repeat founders on a risk-adjusted basis

  • Bootstrapping a defense tech company in 2003 - driving into Iraq to win contracts

  • Physical AI as a 20-year defining theme

  • Manufacturing and industrial automation as the next frontier

  • The coming dislocation of creative talent from AI

  • Defense tech investment beyond the hype cycle

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