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

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

From The Digital Project Manager by Galen Low

May 26, 2026 · 57 min

About this episode

Galen Low discusses the challenges of making AI conversations feel more human with Oliver Shoulson from PolyAI.

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...

People in this episode

Host: Galen Low

Guest: Oliver Shoulson

Topics covered

  • AI conversations
  • conversational design
  • chatbots
  • human interaction
  • technology

Keywords

  • AI
  • conversational AI
  • chatbots
  • human-like interaction
  • technology design

Mentioned in this episode

Organizations: PolyAI

More episodes of The Digital Project Manager

Explore listener stats, chart rankings, contacts and more on the The Digital Project Manager podcast page.