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September 18, 2025 21 mins

In this episode, we unpack the viral story of a woman who got engaged to her AI chatbot boyfriend—a headline that’s equal parts provocative and predictive. What does this mean for human connection, emotional intelligence, and the future of companionship?

Tim and Rich explore the cultural implications, the tech behind the bot, and the deeper narrative: are we designing intimacy, or outsourcing it? From synthetic relationships to the ethics of emotional simulation, this episode challenges listeners to rethink what it means to be “seen” in the age of artificial empathy. Whether you're a technologist, a romantic, or just curious about where we're headed, this one’s for you.

 

Show Notes

https://www.foxnews.com/tech/woman-gets-engaged-her-ai-chatbot-boyfriend

https://people.com/woman-gets-engaged-to-ai-chatbot-boyfriend-who-picked-out-engagement-ring-11791023

https://cyberguy.com/ai/woman-gets-engaged-ai-chatbot-boyfriend/

 

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Podcast links

https://theunwokeshow.podbean.com/

https://open.spotify.com/show/27rkGZYhccSF8stUzzGxaI

https://podcasts.apple.com/us/podcast/the-unwoke-show/id1686015698

https://goodpods.com/podcasts/the-unwoke-show-309196

https://www.youtube.com/@TheUnWokeShow/videos?app=desktop

 

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