John F. Holliday
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The Great Escape
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
Your Tesla Changed While You Slept - So Did Your Duty of Reasonable Care
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
Your Chatbot Is Not a Separate Legal Entity
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
New Book: The Law of Agents
Agentic AI

New Book: The Law of Agents

Eight centuries of doctrine vs. eighteen months of AI.
By John F. Holliday • 4 min read
The Phone Is Always Recording: Big Law's Ambient AI Problem and the Discipline of Cognition
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
AI and the SharePoint Developer: A Field Guide for the Next Two Years
SharePoint & M365

AI and the SharePoint Developer: A Field Guide for the Next Two Years

Two SharePoint Careers Survive the AI Transition. Here's How to Pick One
By John F. Holliday • 6 min read
John F. Holliday

Consciousness + Content + Code

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