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May 6, 2025 47 mins

Are dating apps ruining romance, or just reshaping it? It was super fun to have a deeply human conversation with Connell Barrett, bestselling author of Dating Sucks, But You Don’t and host of The How to Get a Girlfriend Podcast. Often dubbed the real-life Hitch, Connell shares how AI, apps, and filters are rewriting the rules of love, while us as regular human people still long for something that's real.

We talked about why modern dating feels harder than ever, how authenticity is being gamed by algorithms, and what introverted (or overwhelmed) singles can do to genuinely connect. Whether you're frustrated by dating apps, unsure how to meet someone in real life, or just fascinated by the intersection of AI and human behavior, I think you'll relate to this. You might come away with some fresh thoughts on how we find love today.

🎯 Topics include:

  • Why AI is de-democratizing dating
  • How dating apps mimic late-stage capitalism
  • The myth of “authentic” online profiles
  • How to connect IRL—even if you’re shy
  • Why good guys are afraid to say hello
  • What both men and women really wish the other knew

🔗 Guest: Connell Barrett | datingtransformation.com

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