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Transcript

Four Questions Before You Write the Check

SDAC 2026

Episode Summary

Neal Bloom takes the stage at the 2026 San Diego Angel Conference Knowledge & Networking Event at SDSU to walk a room full of aspiring and active angel investors through the four questions he uses to evaluate early-stage companies. Using live audience exercises - pitching Uber, Airbnb, and Palantir in one sentence, debating whether Viori was a pass or a miss - he turns startup evaluation from an abstract skill into something visceral and personal. This isn’t theory. It’s how the sausage gets made when real capital is on the line.

Key Topics

  • The four-question framework for evaluating startups

  • Why clarity is a test of the founder, not the investor

  • One-sentence pitching exercises with Uber, Airbnb, and Palantir

  • Venture scale outcomes vs. good small businesses

  • Salt Couture vs. Reef vs. Vuori - three paths from the same starting point

  • How EBITDA, CAC, and growth get valued differently across business types

  • Excitement as signal, not hype

  • The calendar test: would you spend one more hour on this company?

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