Why AI Conversations Feel Fake (And How To Fix That) episode artwork

EPISODE · May 26, 2026 · 57 MIN

Why AI Conversations Feel Fake (And How To Fix That)

from The Digital Project Manager · host Galen Low

What happens when AI stops being a tool you type into and starts becoming something you talk to? In this episode, Galen Low sits down with Oliver Shoulson, Agent Design and Engineering Lead at PolyAI, to unpack the surprisingly human problem at the heart of conversational AI: most AI conversations still feel weird.From clunky chatbot scripts to overly polite “LLM voice” personas that sound like they were trained by a committee of HR robots, Oliver explains why good conversational design is less about mimicking humans perfectly and more about removing friction. The conversation explores the psychology of trust, the mechanics of social presence, and why the future of AI interfaces may depend less on visual design and more on understanding how people naturally speak, interrupt, hesitate, clarify, and collaborate.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Oliver on LinkedInCheck out Oliver’s websiteVisit PolyAI

Episode metadata supplied by the publisher feed · Published May 26, 2026

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What happens when AI stops being a tool you type into and starts becoming something you talk to? In this episode, Galen Low sits down with Oliver Shoulson, Agent Design and Engineering Lead at PolyAI, to unpack the surprisingly human problem at the heart of conversational AI: most AI conversations still feel weird. From clunky chatbot scripts to overly polite “LLM voice” personas that sound like they were trained by a committee of HR robots, Oliver explains why good conversational design is l...

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Why AI Conversations Feel Fake (And How To Fix That)

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