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Marketplace Tech · July 23 · 8 min

A modern-day odyssey through AI chatbot hellscape

A missing package can easily ruin a day, but chasing where that package went — or even a refund — is like following Odysseus on his treacherous journey. And in the age of AI chatbots, the process is a whole lot less human.Dillon Thompson is currently on such a journey. He is looking for an e-bike that FedEx said had been delivered. In his search, Thompson found himself in the AI chatbot hellscape that customer service lines have become. “Marketplace Tech” host Meghan McCarty Carino spoke with Thompson about his trials and tribulations as he chased his tail from company to company and chatbot to chatbot in hopes of finding his missing bike.

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show notes

A missing package can easily ruin a day, but chasing where that package went — or even a refund — is like following Odysseus on his treacherous journey.


And in the age of AI chatbots, the process is a whole lot less human.Dillon Thompson is currently on such a journey. He is looking for an e-bike that FedEx said had been delivered. In his search, Thompson found himself in the AI chatbot hellscape that customer service lines have become.


“Marketplace Tech” host Meghan McCarty Carino spoke with Thompson about his trials and tribulations as he chased his tail from company to company and chatbot to chatbot in hopes of finding his missing bike.