The Lonely Office cover image

The Lonely Office

When Humans Start Dating the Machine

Mar 12, 2025
24:20

With searches for "AI girlfriend" up 2400% and one in five men on dating apps trying AI companions, are we witnessing the next evolution of human connection, or just a temporary stop on the journey to finding real love? When Vince loses his job after turning Slack into his personal dating playground, he finds an unexpected solution: an AI chatbot named Dolly. From workplace romances gone wrong to the surprising statistics behind AI dating, we explore the blurring boundaries between professional messaging and personal relationships.


Hosts:


Matt Sunbulli

https://www.linkedin.com/in/sunbulli/

https://www.threads.net/@mattsunbulli

https://www.firstdraft.vc


Aaron Calafato

Listen to Aaron's 7 Minute Stories


Leah Ova

Follow Leah on TikTok


Editorial:

Matt Sunbulli

Brooks Borden

Conor Bezane

Aaron Calafato


Senior Audio Engineer:

Ken Wendt


Research:

Zaid Safe

Matt Sunbulli

Aaron Calafato

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