"Hey...let's be careful out there." Prompted by the immortal words of Sgt. Phil Esterhaus on Hill Street Blues, I look at two lessons from RunSignup’s careful AI rollout: 1. Embed AI where users already work. 2. Move fast — but safely. I also reflect on some of the negative feedback about agentic AI this week — including continued layoffs in our industry and a lack of user trust in AI. https://ricmac.org/2026/05/29/agentic-ai-business-lessons/ #AI #AgenticWeb