The prevailing narrative I hear in the legal world is that Claude is the “most human” of the LLMs and, especially, a nuanced, sophisticated writer. When I report that the system has begun to fail my specific research protocols, the
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The April Issue of Personal Strategy Compass Is Out
The April issue of Personal Strategy Compass is out, and this one took longer to find its frame than most.
The image that finally unlocked it was Bruce Springsteen’s Tunnel of Love tour. Not the Born in the USA stadium
Liner Notes for My Low Album
When I started posting about AI this year, I did not realize that I was beginning my own version of David Bowie’s Low album.
I use that comparison carefully. Low matters here not as a code book or a track-by-track
Standing Waves
There are moments in a long AI session when the exchange stops feeling linear.
You are no longer simply asking a question and receiving an answer. You are no longer even refining a prompt in the ordinary sense. Something else
AI as the Unreliable Witness and the Appearance of Completion
Coherence degrades while fluency improves.
The central problem is not that AI systems sometimes fail. Of course they fail. Nor is the main problem that they occasionally hallucinate, wander, or produce obvious nonsense. Those are manageable problems because they announce
The Threshold Moment
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
Fresh Voices at Three: What Listening Taught Us About AI, LegalTech, and the Next Generation
When Tom and I started the Fresh Voices series on The Kennedy-Mighell Report podcast, we had a pretty simple idea.
A lot of the most interesting work in legal tech seemed to be coming from people who were newer
What Scarcity Taught Computing, and AI Might Need to Relearn
“A larger context window can create the feeling that a cognitive problem has been solved, when sometimes all that has happened is that disorder has become harder to notice.”
I was in Silicon Valley recently for the initial meeting of
The Helpfulness Trap: Anatomy of an AI Recursive Failure Loop
“Polishing the Mirror While the House Burns: Why Your AI is a Liability”
The Editor’s Introduction: A Note on the “Sliver of Silence”
You’ll be looking below at a self-autopsy performed by an AI on its own failure.
What follows
The Intelligence Bureaucracy
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.