Designing Multilingual Conversational AI

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In this episode of Unprompted, Greg Bennett joins CDI’s Hans van Dam to discuss the evolution from conversation to prompt design, the role of “taste” in AI, and what multilingual, culturally aware systems mean for the future of conversational design.

In this episode of Unprompted, Greg Bennett, Head of Prompt Engineering at ZEALS, joins CDI’s Hans van Dam to discuss the evolution from conversation to prompt design, the role of “taste” in AI, and designing culturally aware systems.

Greg shares insights from nearly a decade leading AI language strategy at Salesforce and his current work with multilingual LLMs. The conversation spans everything from the philosophy of design “taste” to the mechanics of building culturally aware, multimodal AI systems.

Together with CDI’s Hans van Dam, Greg unpacks how the role of the conversation designer is shifting, from writing scripts to orchestrating intelligent, agentic experiences that reflect both human creativity and scientific rigor.

This episode also covers:

The evolving journey from conversation designer to prompt designer
The tension between declarative and generative AI and what it means for teams
Lessons from multilingual AI development in Japan and why context matters
The importance of “taste” in design, developing intuition and a high bar for quality
How scientific rigor and creativity coexist in effective AI design
Building and managing LLM-powered systems responsibly
Emerging approaches to AI regulation and cultural adaptation
The skills and mindsets future conversation designers will need to stay relevant

Whether you’re shaping enterprise AI systems or designing the next generation of agentic tools, this episode offers a deeply human perspective on what it means to design and lead in the age of intelligent language models.

Greg Bennett, brings a unique lens to the conversation blending sociolinguistics, enterprise bot design, and now, multilingual GenAI strategy in Japan.

Greg led conversation design at Salesforce and helped define its enterprise voice strategy. Now based in Tokyo as Head of Prompt Engineering at ZEALS, he’s pioneering prompt design in one of the world’s most linguistically nuanced markets. With roots in discourse analysis and interactional sociolinguistics, Greg brings both rigor and empathy to his approach.