User empathy, feedback loops, and what not to build - product engineering with Jack Ryan

Kent talks with Jack Ryan, Principal Engineer at Intercom, about product engineering at scale: why implementation is only part of the job, how to broaden what you measure as success beyond shipping tickets, and why customer feedback is an input, not a product roadmap. They cover startup lessons from property tech, metrics vs. conversation, AI-era decision-making, performance trade-offs, PM/engineering overlap, and practical ways engineers can tighten feedback loops without outsourcing judgment to…

Primitives, agent UX, and Executor — product engineering with Rhys Sullivan

Kent talks with Rhys Sullivan about building Executor and thinking like a product engineer in the AI-agent era: how to design the right primitives, why agent experience is becoming its own product surface, and how to keep quality high when shipping has never been easier. They cover MCP, code mode, approvals, workspace scoping, docs and APIs as user experience, and why slowing down can still be the right move even when agents make speed feel free. Rhys has an unusually current perspective on product…