Two years ago the head of OpenAI called ads inside an AI assistant “uniquely unsettling,” a last resort. This week the last resort arrived, expanding to five more countries. In this segment we look forward, calmly, at what it means to put advertising inside the most intimate technology we’ve ever used — the thing we tell our real fears and questions — why the safeguards face the same commercial gravity that eroded the last internet’s promises, and why the tool that answers only to you may be worth paying for.