What does it really mean to feel seen by an AI?

In this episode of The Augmented Life, Michael Tiffany is joined by Keri Rich, VP of Product at Lucidworks, to unpack one of the thorniest challenges in AI: how to personalize experiences without making users feel stalked.

Together, they explore:

They also go deep on the unexpected challenges of building agentic products, tuning retrieval systems for personality, and why the real magic lies in designing systems that feel human… but not too human.

If you’re thinking about the future of AI, product leadership, or just want to understand where personalized tech is heading next—this one’s for you.