I have just posted a trio of new research white papers to SSRN. These represent the latest output from the Kennedy Idea Propulsion Laboratory and the culmination of my work over the last month to move AI beyond “utilitarian drift.” This is the cycle of incremental efficiency gains that ultimately generates no transformative insight.
Human-in-the-Loop Is Systems Stewardship
An investigation into why serious AI work depends less on clever prompts and more on defending invariants, boundaries, and human judgment.
At the end of a long, technical AI session this week, something became clear to me: human-in-the-loop is being misunderstood in ways that matter.
The issue wasn’t whether the system could generate outputs quickly
Submit an Inquest
The Inquest: Trading the AI Idol for Human Investigation
In 1980, I wrote a senior thesis paper called “Imagination: A Romantic Ideal.” My investigation then was a critique of the German and English Romantics who, in their zeal to undo the “damage” of Enlightenment Reason, merely erected a new idol: The Imagination.
Through a concrete analysis of Keats and Poe, I discovered a truth
Research
The Kennedy Idea Propulsion Laboratory investigates human-AI interaction challenges when standard playbooks fail. Research focuses on developing frameworks for complex problem diagnosis, investigative methodology, and collaborative intelligence systems.
FEATURED INVESTIGATION
Human-in-the-Loop (HITL) Interaction Design
Investigating how humans and AI systems can work together to amplify insight rather than automate judgment. The research challenges the prevailing
Retiring the Scoreboard: Why I’m Done Counting Books
Retiring the Scoreboard: Why I’m Done Counting Books
For many years, I ran a 52 Books in 52 Weeks challenge on my blog, usually as my first blog post of the year, which I updated each month. It was an annual public commitment, a visible signal of intellectual seriousness, and a helpful forcing function. I
Why I’m Making Personal Strategy Compass Free (And What That Has to Do With Oblique Strategies)
I launched Personal Strategy Compass as a premium newsletter a year ago. The decision made sense on paper: quality content, established expertise, proven frameworks. But something never quite felt settled.
Not wrong, exactly. Just… misaligned.
Then I drew an Oblique Strategies card during my own quarterly planning: “Honor thy error as a hidden intention.”
If
The Great Career Security Fallacy
Why Your 2026 Career Security Depends on Your December Energy Audit
As the legal market approaches the end of 2025, a pervasive, quiet anxiety has taken hold. Between the “spreadsheet economics” of law firm layoffs and the looming shadow of 2026, many senior professionals are responding with a predictable, yet dangerous, reflex.
They are working
The Holmesian Leap: Solving the “Wicked Problem” of Access to Justice with AI
- The Problem: The self-represented litigant (SRL) crisis is not a simple “information gap” but a “wicked
Personal Strategy Compass Newsletter #11: The Strategic Probe
For ambitious professionals, saying “no” is a celebrated strategic act. We use the “Strategic No” to reclaim our time, prune our commitments, and simplify our lives. It’s a powerful feeling of control and liberation.
But what about the day after?
What happens when the relief of a clear calendar fades and you’re left with a