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Published on:

6th May 2025

Dating in the Age of AI: The Real-Life Hitch on Love, Algorithms & Authenticity - with Connell Barrett

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:

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

🔗 Guest: Connell Barrett | datingtransformation.com

Show artwork for All Things Human with Adele Wang

About the Podcast

All Things Human with Adele Wang
How power works, in people and in machines.
How power works, in people and in machines. Especially in this time of massive and hyper-rapid change.

Adele Wang watches how people behave, in organizations and in ordinary life, and says the part most people leave out.

Some episodes are about work. Who decides, who gets blamed, what happens when nobody quite owns a decision. Some are about relationships. Why you know your neighbor's dog's name and not theirs. What we want from each other and what we're willing to admit we want.

The through line is the same either way. What's really going on underneath the thing everyone agrees to say.

💌 Join the conversation and get more exclusive insights at https://adelewang.substack.com