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The Cave Project™️
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The Cave Project™️
Episodes
About the Show
Subscribe
Episodes
About the Show
Subscribe
The Truth About Chatbot Romance: You’re Not Dating AI. You’re Dating Yourself
relationships, sxsw Greg Swan 4/22/26 relationships, sxsw Greg Swan 4/22/26

The Truth About Chatbot Romance: You’re Not Dating AI. You’re Dating Yourself

We rewatched Her. Listened to Esther Perel do couples therapy with a chatbot. And had a fight about whether AI can love you back. Inside: the "flirty voice" debate, the mannequin reframe, and the question that would not leave us alone. Who is the robot?

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Innovating Our Relationship
marriage, relationships Greg Swan 6/1/25 marriage, relationships Greg Swan 6/1/25

Innovating Our Relationship

Jenny and Greg Swan have been married five times… to each other. In this raw and funny episode, they unpack how tech, therapy, and shared calendars helped them redesign their relationship instead of ending it.

It’s not about making it work. It’s about making it work better.

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