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 Community
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• Connect with Oliver on LinkedIn
• Check out Oliver’s website
• Visit PolyAI