The Diligent Observer Podcast

Episode 52: "Film Changes Culture" | Show Her The Money Executive Producer Catherine Gray on Film as Impact Investment, Vulnerability with Persistence, and the Power of Like-Minded Capital

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Today's episode explores three ideas that caught my attention:    

  1. Film investment isn't always about ROI maximization – Many of Catherine's investors measure success by impact and community, not returns.  
  2. Fundraising is a community-driven exercise - "You're not asking for yourself" reframes the entire process as mission-driven rather than personal. This is a powerful shift in perspective that stood out to me. 
  3. Connection-making is a superpower - Catherine's emphasis on being a connector as free value creation made me realize how undervalued this skill is, yet how often I see it on display in some of the best people I’ve interacted with.  

Catherine Gray is the Executive Producer of Show Her The Money, a documentary that has screened in over 200 cities worldwide, and CEO of She Angel Investors, where she's hosted over 400 podcast interviews with female founders and funders. A veteran media entrepreneur, Catherine brings storytelling expertise with thoughtful venture capital strategy to help address the 2% funding gap facing women entrepreneurs.

During our conversation, Catherine shares: 

  • The three-part funding structure for independent film projects
  • A practical approach to film investment evaluation 
  • The "connector superpower" methodology 

Connect with Catherine 

LinkedIn

Stuff We Reference 

  • Ky Dickens
  • Dr. Silvia Mah
  • Marcia Dawood
  • Mel Robbins
  • Andrea Quinn
  • From The Heart Productions
  • Fund Women – Save The World
  • Millennials Are Killing Musicals
  • Emily Ventures
  • Stella Foundation
  • The Angel Next Door

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All opinions are personal and may not reflect the views of The Diligent Observer. Not investment advice.

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The Diligent Observer PodcastBy Andrew Kazlow