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Picking the Right AI Model for the Job
Most professionals choose one AI model, set it as their default, and send every request through it, whether the task is rewording a two-line email or stress-testing a five-year growth plan. The habit feels efficient, yet it has become one of the quietest sources of waste in how organizations use AI. Sending routine work to a top-tier reasoning model is a bit like asking your CFO to reconcile petty cash, and sending strategic work to a lightweight model is like handing the boa
Oct 24 min read


Why the 300-Line Prompt Has Become the New Normal
Only a few years ago, working with an AI model meant typing a sentence or two and hoping for something useful in return. Early adopters traded tips about magic phrases and clever openings, and the prevailing assumption was that a good prompt was a short one. That assumption has quietly collapsed. The most effective teams now routinely write prompts that run to several hundred lines, and those prompts read far less like questions and far more like operating manuals. Leaders wh
Sep 304 min read


Forming, Storming, Norming, Performing: Leading Teams When One Member Is an Algorithm
For six decades, Bruce Tuckman's model of group development has given leaders a reliable map for a messy process: turning a collection of individuals into a functioning team. Teams form, they storm, they eventually norm, and if they are fortunate, they perform (Tuckman, 1965). The model has proven durable because it describes something true about human groups regardless of industry or era. What has changed is the composition of the team itself. A growing share of leaders now
Sep 165 min read


The Eisenhower Matrix Meets AI: Reclaiming Judgment in an Age of Infinite Options
Dwight Eisenhower's insight about urgency and importance has outlived every technology cycle since he first shared it. In a 1954 address at Northwestern University, Eisenhower quoted an unnamed college president's observation that urgent problems are rarely important, and important problems are rarely urgent, an idea Stephen Covey later formalized into the four-quadrant tool now known as the Eisenhower Matrix (Covey, 1989). The framework has always been about protecting judgm
Sep 144 min read


The Four Stages of Psychological Safety
Every executive coach has sat across from a leader who insists that their door is open, that their team knows they can say anything, and who still watches meeting after meeting pass without a single dissenting voice. The leader is usually being honest about their intentions, but what eludes them is the fact that psychological safety cannot be established by announcement. It develops in a sequence, and most teams stall long before they reach the stage where genuine candor beco
Sep 95 min read


What Kotter and ADKAR Teach Leaders About the Real Barrier to AI Adoption
A RAND Corporation study published in 2024, based on interviews with sixty-five data scientists and engineers with at least five years of experience building AI and machine learning systems, set out to understand why so many AI projects fail. The researchers noted that by some estimates, more than 80% of AI projects fail to deliver the business value they were built for, roughly twice the failure rate of ordinary IT projects. The most important detail is what the interviewees
Sep 75 min read


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
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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