After three decades in cybersecurity, I've learned that security disasters start with innocent misuse of exciting technologies. Right now, AI presents a unique challenge: it's easy, cheap, and viral. Unlike traditional shadow IT, AI tools learn from your data—creating systematic data leakage risks that most mid-enterprise organizations aren't prepared to handle. This guide shows you how to identify shadow AI usage, implement controls with existing tools, and turn potential security nightmares into productivity wins.