Building Trust for Autonomous AI Teammates

In this episode, Matt Wyman sits down with Henry Poydar, founder of Run Steady, to explore one of the most important challenges in enterprise AI adoption: trust. Henry shares his perspective on the shift from "single-player" AI assistants to autonomous, multiplayer agents that operate as members of a team with real jobs and responsibilities. The conversation dives into autonomy, accountability, observability, and the balance between trust and performance, drawing parallels between human teamwork and agent collaboration. Together, they discuss how concepts like intent declaration, feedback loops, stand-ups, and organizational context may become the foundation for managing AI teammates, and what new skills leaders and teams will need to thrive in an AI-augmented workplace.