Field notes on moving from AI promise to AI practice. One signal worth following, one subtraction worth making, one (human) prompt worth sharing. Every Monday.
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Newsletter Archive

#042: Skills Are Bets, Not Gates
Last week we flagged the vocabulary fork: "skills" now means two different things depending on which room you're in.
Mar 16, 2026
#041: Skills Ain't What They Used to Be
For as long as most of us have been working, "skills" meant one thing: what people can do.
Mar 9, 2026
#040: The Verb is the Tell
Listen closely to how people at your org talk about AI. The verb they reach for tells you everything.
Mar 2, 2026
#039: The Rulebook Doesn't Exist Yet
_One subtraction opportunity_
Feb 23, 2026
#038: The Understanding Trap
Last week I wrote about the dangers of saying "not my job" about AI. This week, I promised we'd talk about what to build.
Feb 16, 2026
#037: "Not My Job" is Predictive
_One subtraction opportunity_
Feb 9, 2026#036: The Weight of Avoidance
You know that feeling when you've been avoiding the bathroom scale?
Feb 2, 2026
#035: The Handoff Gap
AI generates fast. Ownership doesn't scale.
Jan 26, 2026
#034: Rightness at Resolution
_One subtraction opportunity_
Jan 19, 2026
#033: The Copilot Problem
_One subtraction opportunity_
Jan 12, 2026
#032: The One-Hour Year
_One subtraction opportunity_
Jan 5, 2026
#031: The Only Skill That Matters
The only skill that matters is not prompting.
Dec 29, 2025
#030: What Survived 2025
Tools changed weekly.
Dec 22, 2025
#029: AI Lives In The Default Path
Most orgs are trying to drive AI adoption with tools, training, and enthusiasm.
Dec 15, 2025
#028: Typecasting L&D as The AI Hype Department
Organizations are asking L&D to lead AI readiness, but what it usually becomes is tool tours, prompting tips, and satisfaction scores instead of real capability.
Dec 8, 2025#027: Managers over Models
_One subtraction opportunity_
Dec 1, 2025
#026: Friction Creates Shape
Here in the US, it’s Thanksgiving week. That means an overload of gratitude posts for all the usual accelerators: breakthroughs, mentors, tools, breakthroughs pretending to be tools. There’s no wrong way to be thankful, but let’s take a different angle.
Nov 24, 2025#025: Synthetic Trust
We’re moving into a strange era of AI adoption:
Nov 17, 2025
#024: Human Interface Fatigue
_The more “human-friendly” our tools become, the more mental overhead they create._
Nov 10, 2025
#023: Confidence & Calibration
_One subtraction opportunity_
Nov 3, 2025
#022: Scoring Without Understanding
_One subtraction opportunity_
Oct 27, 2025#021: The PAICE Research Preview Is Live
Yeah, lots happened in the last week (again): specifically over in Anthropic-land where they announced Skills, Web, MS365 integration, and Haiku 4.
Oct 20, 2025
#020: Turbulent Measures
Everyone’s building an AI score right now.
Oct 13, 2025
#019: — Special Edition
Personalization at Scale
Oct 6, 2025#018: Planning for AI Adoption in 2026
Updating the Diffusion of Innovation model for AI, strategizing for trust-building, and navigating AI adoption hurdles.
Sep 29, 2025
#017: Tools Takeover Talent
Being replaced by AI is optional.
Sep 22, 2025#016: Talking to AI Like It’s a Computer
Wishing ≠ Collaborating
Sep 15, 2025
#015: AI Breaks the Training Workflow
Parallel or Perish: Rethinking Training for AI
Sep 8, 2025
#014: 5% Success
AI transformation is like baking bread.
Aug 26, 2025
#012: GPT-5 Changes the Game (Mostly Doesn't)
The long-awaited iteration of the model that started the public love/hate affair with AI landed last week. And (predictably) the reaction is still love/hate.
Aug 18, 2025#013: Security Isn't About Adding More
AI is the world’s fastest amplifier.
Aug 16, 2025#011: That Funnel of Yours? It's Straining
_One subtraction opportunity_
Aug 7, 2025#010: � Signal: Governance is Now a UX Problem
_One subtraction opportunity_
Jul 31, 2025#008: Align to the Spec, Not to the Prompt
_One subtraction opportunity_
Jul 17, 2025#009: Open, auditable AI stacks just shipped!
_One subtraction opportunity_
Jul 17, 2025#007: Culture Is a Technical Dependency
_One subtraction opportunity_
Jul 14, 2025#006: **Signal: Machines With Alien Contexts**
_One subtraction opportunity_
Jul 7, 2025#005: Declare Independence from Vanity Metrics
_One subtraction opportunity_
Jun 30, 2025#004: The Org Chart Is Still Fighting the Last War
One subtraction opportunity
Jun 24, 2025#003: Tool Choice Is Becoming Strategy
One subtraction opportunity
Jun 18, 2025#002: AI Initiatives Are Moving Faster Than Their Organizations Can
_One subtraction opportunity_
Jun 12, 2025#001: The Automation Arms Race Has No Finish Line
_One subtraction opportunity_
Jun 6, 2025Essays & Notes
Strategic Subtraction: Doing Less to Do What Matters
In a world of complexity, doing less isn't laziness—it's leadership. Here's how subtraction drives clarity and effectiveness.
The Difference Between Strategic Alignment and Decisioning Intelligence
Alignment is table stakes. Intelligence in decision-making is what separates the competent from the catalytic.
Why Governance Breaks Under Pressure
Governance models often fail at the exact moment we need them most. Here's why—and what to do about it.