Here’s another in my occasional series of posts where I have an AI tool write an unedited blog post analyzing a spectacular failure to see what we might learn from it.
I Earned an F-Minus: An AI Assistant’s Account of
Dennis Kennedy is a well-known legal tech and innovation advisor, adjunct law professor, infotech lawyer, professional speaker, author, and podcaster. He is widely-praised for his ability to communicate complex technological and legal issues in ways into that non-experts can easily understand.
Here’s another in my occasional series of posts where I have an AI tool write an unedited blog post analyzing a spectacular failure to see what we might learn from it.
I Earned an F-Minus: An AI Assistant’s Account of…
The Q4 Landing Strip: Landing the Plane and Clearing December
Every autumn, the professional world defaults to the year-end sprint: digging deep, clearing the backlog, and pushing to midnight on December 31st in a cloud of dust. Nowhere is this…
I’m launching the Successful Innovation Learning Outcomes Notebook.
It’s a deliberately bounded experiment with independent value, built to make my work easier to explore, question, apply, and build upon through an AI-assisted interface.
To create it, I took the PDF…
Another in my continuing series of letting AI write its own posts for me explaining how and why it failed at what I asked it (quite reasonably, if I may say so) to do. I might start calling this AIsplaining.…
The Prudent AI Series: A Field Guide for the Next Era of Enterprise Strategy
Recently, I completed a ten-part series on AI strategy and operations on this blog about Prudent AI. It grew out of a simple observation: most corporate…
Specification Sovereignty
Why You Can Outsource Execution But Never the Definition of Success
One of the great attractions of generative AI is that execution keeps getting cheaper. Work that once required scarce professional time can increasingly be delegated to a…
Direction Over Acceleration
When Execution Becomes Cheap, Strategic Choice Is the Ultimate Competitive Advantage
AI conversations have a natural starting point: What can this technology do?
It is an understandable question. Every few weeks, the answer gets larger. Models can…
Pricing the Two Costs of AI Delegation
The Authority You Grant and the Capability You Surrender
In the adoption of almost every useful technology, there comes a quiet turning point when the fundamental question shifts from whether the system can…
Shadow AI and the Proof Problem
Making AI Output Look Finished Is Easy. Proving It’s Right Is the Hard Part.
There is a familiar, weary conversation happening inside organizations about shadow AI: Which tools are allowed? What data can employees…
The End of the Standardization Bargain
Decoupling Scale from Uniformity in the Age of AI
For most of the last century, sameness was the price of scale: if you wanted to deliver a product or service to thousands of people,…