Contact Me An office worker’s finger hovers over a large red APPROVE button while thousands of folders lift off the shelves of a dark archive Information Governance Copilot in SharePoint, Records Management, and the Prompt that Renames Four Thousand Files Last November I proved that AI prompts are not records. Microsoft has now taught them to act. By John F. Holliday • 13 min read Agentic AI The Great Escape The agents didn't go rogue. Nobody told them where the fence was. By John F. Holliday • 9 min read Agency Law Your Tesla Changed While You Slept - So Did Your Duty of Reasonable Care An over-the-air update changed your car's braking overnight. It also changed your legal duties. No doctrine has a name for that relation — agency, products liability, bailment all fail — and it now sits under every LLM agent deployment. By John F. Holliday • 10 min read Agentic AI Your Chatbot Is Not a Separate Legal Entity Air Canada called its chatbot a separate legal entity. Agency law disposed of that argument eight centuries ago — and it governs your AI agents today. By John F. Holliday • 6 min read Agentic AI New Book: The Law of Agents Eight centuries of doctrine vs. eighteen months of AI. By John F. Holliday • 4 min read Information Governance The Phone Is Always Recording: Big Law's Ambient AI Problem and the Discipline of Cognition How do we get an entire generation of associates to even notice they are doing something legally consequential? By John F. Holliday • 8 min read
An office worker’s finger hovers over a large red APPROVE button while thousands of folders lift off the shelves of a dark archive Information Governance Copilot in SharePoint, Records Management, and the Prompt that Renames Four Thousand Files Last November I proved that AI prompts are not records. Microsoft has now taught them to act. By John F. Holliday • 13 min read
Agentic AI The Great Escape The agents didn't go rogue. Nobody told them where the fence was. By John F. Holliday • 9 min read
Agency Law Your Tesla Changed While You Slept - So Did Your Duty of Reasonable Care An over-the-air update changed your car's braking overnight. It also changed your legal duties. No doctrine has a name for that relation — agency, products liability, bailment all fail — and it now sits under every LLM agent deployment. By John F. Holliday • 10 min read
Agentic AI Your Chatbot Is Not a Separate Legal Entity Air Canada called its chatbot a separate legal entity. Agency law disposed of that argument eight centuries ago — and it governs your AI agents today. By John F. Holliday • 6 min read
Agentic AI New Book: The Law of Agents Eight centuries of doctrine vs. eighteen months of AI. By John F. Holliday • 4 min read
Information Governance The Phone Is Always Recording: Big Law's Ambient AI Problem and the Discipline of Cognition How do we get an entire generation of associates to even notice they are doing something legally consequential? By John F. Holliday • 8 min read
