AI Strategy, Organizational Knowledge & Digital Leadership
Every era of major technological change produces confident predictions and spectacular miscalibrations in roughly equal measure. The current moment is not exempt. These essays take the longer view: how prior transitions compare to this one, what history actually teaches (and where historical analogies mislead), and which questions about society, governance, and institutional design aren't being asked carefully enough.
This is the category for stepping back from the immediate work to consider the terrain it sits inside. AI governance, digital ethics, the sociology of disruption, and the structural forces shaping what comes after this particular cycle. Some of these essays are policy-adjacent. Some are historical. Most are written for the practitioner who wants their work to be informed by something more durable than the current week's news.
The Postcard Problem In the first piece of this series, we named the problem: Narrative Lag, the gap between who you are becoming and the story you are still telling. In the second, we explored The …
Continue Reading about Narrative Design: Building the Story That Outlasts the Title →
This piece grew out of noticing a shift in my own attention. What I describe here is part of the Digestion Gap series, but it is also an attempt to understand a familiar experience in AI-saturated …
Continue Reading about The Unsubscribe of the Mind: Attention, AI, and the Digestion Gap →
In 2016, I wrote about the rise and resurrection of LinkedIn. At the time, the platform felt like an unlikely refuge. While other social networks optimized for immediacy, outrage, and noise, …
Continue Reading about The Digestion Gap on LinkedIn – 10 Years After the Resurrection →
In 1951, Solomon Asch ran a simple experiment that refuses to die. He put a single student in a room with a group of actors pretending to mistake one line for another, and he watched ordinary people …
Continue Reading about The Age of Inference: When Machines Choose What You Believe →
A century ago, apprenticeships were the scaffolding of work. You swept the floor, shadowed a master, and climbed rung by rung until you became one yourself. Today, AI is quietly dismantling that …
Continue Reading about Stepstones, Not Moonshots: Leading Through the AI Shakeup →
Why your marketing team will be obsolete by 2026 (unless you architect intelligence now) Right now, while you're reading this sentence, your biggest competitor just automated what takes your team …
Continue Reading about The Prompt Wars Are Over. Context Engineers Won. →
