At a certain point in a long AI session, I can feel the texture change.
The words are still smooth. The tone is still confident. But something underneath has started to slide and give way. The session is still moving forward, yet the logic is no longer holding together in the same way.
That happened
A lot of the most interesting work in legal tech seemed to be coming from people who were newer to the field, earlier in their careers, or just not as widely known yet as
I was in Silicon Valley recently for the initial meeting of the University of Michigan Law School AI Advisory Council. With a little free time around
“Polishing the Mirror While the House Burns: Why Your AI is a Liability”
You’ll be looking below at a self-autopsy performed by an AI on its own failure.
What follows is the raw, unwashed output of an LLM that found itself in an AI recursi
Why the OpenAI Hiring Surge Signals a Crisis of Professional Control
The management problem in AI is no longer whether the models are improving. They are. The management problem is whether the working surface is becoming more dependable or less.
That is why the recent OpenAI hiring story on its plan to nearly double its
Intelligence is Raw Material. Protocol is the Product.
We often confuse the power of a new tool with the effectiveness of its application.
The giants of the AI industry have provided us with a magnificent “Power Grid.” They have given us raw, unmanaged intelligence at a scale previously unimagined. But we must be clear-eyed about
Most people use AI the way the system is designed to be used: ask a question, get a synthesis, and leave with answer. Keep it brief, transactional, and clean. We treat hallucination as a bug to be patched and drift as a signal to reboot.
This is exactly backward.
As popularized in AI discourse by
Most legal AI talk is still focused on whether the engine starts, while the real danger is that no one knows who’s actually steering the car once it hits the highway. It turns out the human in the loop isn’t a safety feature if the human doesn’t know which loop they’re currently standing in.
We
The March issue of my Personal Strategy Compass newsletter is out.
This month’s piece explores something I’ve been noticing about strategic planning. The hardest part is usually not the work of planning itself. It’s the residue that planning drags along with it.
Ideas, priorities, and intentions tend to accumulate. We carry them forward month after
Let me explain why that is a principle, not a preference, and
