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When AI Agents Go Rogue

EPISODE 50

Kevin Henrikson and Jason Shafton unpack the reality of working with AI agents, why they feel more “broken” than chatbots when they fail, and what it actually takes to make them useful in real workflows. They explore the shift from prompt-based interactions to autonomous systems with memory, triggers, and recurring tasks, and why expectations are often misaligned with how these systems behave. The conversation dives into the importance of guardrails, human-in-the-loop review, and treating AI like a junior employee rather than a perfect operator. They also cover the emerging…

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