Podcast

The Diligent Observer Podcast

Helping angel investors see what most miss. Want more? Get essential angel intel in 5 min with The Diligent Observer Newsletter: your weekly shortcut to vetted deals and expert takes.…

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Latest episodes

  1. Episode 72: When the Deal Goes Sideways | TEN Capital Network Founder and CEO Hall Martin on Angel Investing’s Next Era25 Aug 2026
  2. Episode 71: Nebraska Angels Executive Director Josh Bartels on Building a High-Trust Angel Network18 Aug 2026
  3. Replay: Episode 20: Part Art, Part Process | Elevate Ventures Principal Patrick Sweeney on Data-Driven Startup Investing11 Aug 2026
  4. Episode 70: "The Story Is the Asset" | Courtside Ventures Founding Partner Vasu Kulkarni on Collectibles, Community, and Angel Investing4 Aug 2026
  5. Episode 69: "Roll Up Your Sleeves or Go Home" | Israel365 Media's Ben Woolf on Israel's Prove It First Investment Culture, Founder Grit, and Why Ideas Alone Don't Get Funded28 Jul 2026
  6. Episode 68: "Dual Use Isn’t a Distraction" | 757 Collab President & CEO Paul Nolde on Dual-Use Startups21 Jul 2026
  7. Episode 67: Charlotte Angel Fund Administrator Greg Brown On Why a $50M Exit Might Not Be Enough14 Jul 2026
  8. Replay: Episode 19: "Smart Money Goes Beyond the Checkbook" | Seasoned Angel Investor Mitra Miller on the Importance of Founder "Relentlessness", Innovation in Houston, and "Poker" vs "Roulette"7 Jul 2026
  9. Episode 66: “Build vs Buy” | Black Prism Capital Partners Founder Steven Miller on Dual-Use Investing, Government Sales, and Deep Tech Diligence30 Jun 2026
  10. Episode 65: Faith Driven Angel Investing | Will Thomas, Co-Founder of Ambassadors Impact Network23 Jun 2026