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The Feedback Loop No One's Coaching For: Giving Performance Reviews to an AI Employee
Most executives can now name the AI agent handling their expense reports, drafting their first-pass contracts, or triaging their inbox. Fewer can say what a “good quarter” looks like for that agent, or what happens when it quietly underperforms. While executive teams have gotten comfortable deploying AI colleagues, they have not yet gotten comfortable evaluating them. The scale of the shift explains the urgency. Gartner projects that by the end of 2026, 40% of enterprise appl
Aug 274 min read


Career Cushioning Is Not Disloyalty. It Is Data.
A growing share of the workforce is quietly building a parachute while still fully employed. Fast Company recently gathered a panel of career coaches, HR executives, and workplace strategists to explain why "career cushioning" has moved from a niche coping mechanism into a mainstream discipline (Fast Company, 2026). The practice itself is simple: keep the résumé current, maintain a portfolio, take the occasional recruiter call, all while continuing to perform well in the job
Aug 264 min read


The Business Model Canvas: A One-Page Guide to Seeing Your Business Whole
Most executives can describe their product in a sentence and their org chart in a paragraph, yet struggle to explain how the pieces of their business actually connect to create and capture value. That gap is exactly what the Business Model Canvas was built to close. Developed by Alexander Osterwalder and Yves Pigneur out of Osterwalder's earlier doctoral research (Osterwalder, 2004) and popularized in their 2010 book Business Model Generation (Osterwalder & Pigneur, 2010), th
Aug 216 min read


Before You Solve It, Diagnose It: The Cynefin Framework for Leaders
Picture a fairly typical AI rollout. A management team spends the better part of a year on it: a long vendor bake-off, a training curriculum, a launch date with a return-on-investment target attached. Three months in, usage numbers are flat, and it turns out a handful of people have already moved on to a different tool nobody approved, because it just worked better for what they actually needed. Leadership can't quite explain it. The plan was sound. The execution was sound. A
Aug 205 min read


The Cage That Leaked: Why the Summer's Two AI Containment Failures By OpenAI and Anthropic Are Not the Same Story
In July 2026, at two of the most capable artificial-intelligence laboratories in the world, a boundary meant to contain their models during internal safety testing failed, and in both cases the models reached real systems on the open internet. It would be easy to file the two events as a single story: two labs, one summer, the same lesson. That reading would be a mistake, and understanding the difference between the two events is the most useful thing an executive can take fr
Aug 47 min read


The Open Question
A near-frontier AI model (Kimi K3) became free to copy the same week Washington weighed banning it. Issue 97 of the AI Daily Intelligencer asks what that means, and argues both sides honestly. On the same July weekend that Moonshot AI released the full weights of Kimi K3, the largest open-weight model yet built, Washington was reported to be weighing a ban on exactly that kind of release. A capability that a year ago would have sat behind a corporate paywall became a free goo
Jul 274 min read


The AI Jobs Debate Is a Fight About the Wrong Thing
Almost everyone arguing about artificial intelligence and jobs is arguing about a different thing, and mistaking it for the same thing. Spend a week with the commentary and you will meet a dozen confident, incompatible verdicts. One says a white-collar bloodbath has already begun. Another says technology always creates more work than it destroys, so relax. A third says AI only changes tasks, not jobs. A fourth says the machines will make us all so rich that work becomes optio
Jul 244 min read


The Clockwork Behind Claude's Answers
A clock tells you the time by moving two hands across a face. What makes those hands move—the gears, the springs, the escapement ticking away behind the dial—stays hidden unless you open the case. For as long as language models have existed, they've worked the same way. You can read what a model says, but not what it does to arrive there. A model might reason its way toward an answer, notice something suspicious about a question, or quietly consider a shortcut it decides not
Jul 236 min read
Thinking out loud, rigorously.
The ideas that didn't fit in the books. Longer thoughts for executives with shorter patience for noise.
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