What’s it like to build the next generation of AI tools that can not only chat but act, decide, and even develop a “personality”? Join Robert and Haley for an in-depth conversation inspired by the insights of Kevin and Mike, two influential leaders in AI product development. They’re on the front lines at OpenAI and Anthropic, transforming how we interact with AI—forever.

We dig into some big questions:

• What is “Model Personality”: How does the unique “personality” of models like Claude or ChatGPT shape user experiences and preferences? Could AI one day become as uniquely personable as a friend?
• The Rise of AI Proactivity: Imagine an AI that helps prep for meetings, auto-drafts reports, or even helps with creative projects based on real-time insights. Are we on the verge of “always-on” AI assistants?
• Evaluating AI Behavior: How do product teams test an AI that doesn’t always respond predictably? We explore how designing evaluations for AI is turning into one of the most critical jobs in tech.

This episode is all about looking beyond the chat. Robert and Haley peel back the layers on the world of AI agents that act autonomously, reason like humans, and, who knows, might even have a little personality of their own.