Etcetera · 58
Notes from the margins.
Puzzles, sketches, and short takes from the edges of the main story.
- Oct 16, 2026→Just in JestThe AI Agent's Annual Self-Review
Rating requested: Exceeds Expectations.
- Oct 16, 2026→
Drawn to ScaleYear three of the six-week pilot.The enterprise pilot that never quite graduates.
- Oct 16, 2026→Brain TeasersTwo Agents, One Question
One agent is always right. The other is always wrong, with total confidence. You get one question. What do you ask?
- Oct 01, 2026→
Drawn to ScaleBottleneck located.Process mining finds the bottleneck. It's the meeting.
- Oct 01, 2026→Just in JestThe Process Map vs. the Event Log
What the invoice process says it does, and what the data says it actually does.
- Sep 16, 2026→Just in JestAn AI Maturity Assessment, Abridged
A leading consultancy's complimentary 40-question AI maturity assessment, reproduced here in full.
- Sep 16, 2026→
Drawn to ScaleCross-functional swirl.The reorg that rearranges the same pieces.
- Sep 16, 2026→Brain TeasersThe Four O'Clock Run
Invoice approval takes six minutes of work. Automation cuts it to twenty seconds. Vendors notice no difference at all. Why?
- Sep 01, 2026→
Drawn to ScaleAugmented.The knowledge worker, now augmented.
- Sep 01, 2026→Just in JestA 2008 Pitch Deck, Re-Released
A 2008 SaaS pitch deck, re-released for 2026 with "cloud" quietly find-and-replaced to "AI."
- Sep 01, 2026→QuizzesWhich Wave Is Your Software Stuck In?
A four-question read on which wave your core business software belongs to, and which one its vendor is heading for.
- Aug 16, 2026→
Drawn to ScaleHow, exactly, did you arrive at that answer.Asking the model to show its work.
- Aug 16, 2026→QuizzesHow Tellable Is Your Work?
A diagnostic, not a test: how much of your team's work could actually be written down as a procedure?
- Aug 16, 2026→Just in JestSOP-114: How to Ride a Bicycle
The Process Excellence team documents bicycle riding. Six versions in, Step 3 is still open.
- Aug 01, 2026→Just in JestAn Agent's First Day, in Notes to Self
A newly deployed claims-triage agent keeps a diary of its first eight hours, and discovers that the thirty-step process map was being optimistic.
- Aug 01, 2026→
Drawn to ScaleProduction-grade.The long road from demo to "production-grade."
- Aug 01, 2026→Brain TeasersThe Cascade
Four claims-triage steps, each about 95% accurate. Run them in sequence: how accurate is the whole loop?
- Jul 16, 2026→
Drawn to ScalePer the deck, we are transforming.Transformation, as drawn versus as observed.
- Jul 16, 2026→Just in JestHammer & Champy's Group Chat, 2026
The authors of Reengineering the Corporation reconvene on a 2026 group chat. Posthumously.
- Jul 16, 2026→Brain TeasersThe Reverse Hammer
An AI cuts one underwriting step from hours to minutes, but the loan still takes 11 days. Why didn't the process get faster?
- Jul 01, 2026→
Drawn to ScaleOut to lunch.When the agents are, technically, on it.
- Jul 01, 2026→Just in JestA Copilot's Out-of-Office Reply
An out-of-office reply from your AI copilot, currently buried under 47,000 tokens of someone else's context.
- Jul 01, 2026→QuizzesWhat's Your Agent Readiness Level?
Five questions to gauge how ready your team really is to put an AI agent into production.
- Jun 16, 2026→
Drawn to ScaleThe model is not the moat.On mistaking the model for the durable advantage.
- Jun 16, 2026→Just in JestOn the House
Token costs are like office snacks: technically free, somehow $40,000 a month.
- Jun 16, 2026→Brain TeasersThe Switching Cost Standoff
A cheaper model would save 40% per token but cost $2M to migrate to. When is the switch actually worth it?
- Jun 01, 2026→Brain TeasersRunning Race
- May 15, 2026→Leadership LessonsA.R. Rahman
- May 01, 2026→Brain TeasersThe Dark Room Mystery
A candle, an oil lamp, a fireplace, and a single match. What do you light first?
- Apr 15, 2026→Brain TeasersRelationship Riddle
The surgeon says, "I can't operate, he's my son." How? A classic riddle about the assumptions we don't notice.
- Apr 01, 2026→Leadership LessonsBuilding a Strong Foundation
What Frank Gehry's buildings teach about leadership: the structures that endure are the ones with foundations no one sees.
- Apr 01, 2026→Brain TeasersThe Disappearing Dollar
Three guests, a $30 room, a $5 refund, and a dollar that seems to vanish. Where did it go?
- Mar 15, 2026→Brain TeasersThe Multi-Agent Resource Allocation
Three environments compete for the same servers, each with a floor and a ceiling. Can every demand be met at once?
- Mar 01, 2026→Leadership LessonsJulia Child's Fearless Experimentation
Julia Child's fearless experimentation: a lesson in learning in public and getting comfortable being a beginner.
- Mar 01, 2026→Brain TeasersThe Scaling Paradox
Uptime falls as users climb, and downtime has a price. When does growth start costing more than it earns?
- Feb 15, 2026→Leadership LessonsAI Agent Frameworks
Why pure LLMs hit a wall, and how agent frameworks connect them to the tools, data, and systems that make them useful.
- Feb 15, 2026→QuizzesOrganizational Change and AI
A quiz on the human side of AI adoption: how people really respond when new technology arrives.
- Feb 15, 2026→Brain TeasersThe Data Ownership And Insights Dilemma
Three departments contribute data and each wants a bigger share of the insights. How do you split it fairly?
- Feb 01, 2026→From the MarginsDifferences Between Observation-based Work Telemetry and Record-and-Play
Record-and-play mimics your exact movements; observation-based telemetry understands the work. Why the difference matters.
- Feb 01, 2026→Leadership Lessonsfrom Ganguly's Team of Different Personalities
What captain Sourav Ganguly understood about leading a team of strong, very different personalities.
- Feb 01, 2026→QuizzesProcess Discovery and Task Intelligence
A quiz on process mining and task intelligence: what they find, and what they're for.
- Jan 15, 2026→Brain TeasersThe Workflow Orchestration Riddle
Five agents, a web of dependencies, some work in parallel. What's the fastest the project can finish?
- Jan 02, 2026→QuizzesData Intelligence Mastery
A quick quiz on what actually makes enterprise data valuable for AI. How many can you get right?
- Jan 02, 2026→From the MarginsHow Long Before Your Models Go Stale?
Model drift by the numbers: how fast your freshly deployed models decay, industry by industry.
- Jan 02, 2026→Leadership LessonsTenzing Norgay's Shared Glory
Asked who reached Everest's summit first, Tenzing Norgay refused to say. A lesson in sharing the credit.
- Jan 02, 2026→Brain TeasersThe Trust Calibration Challenge
An AI is more accurate the more confident it is. How should that change when you decide to trust it?
- Dec 15, 2025→Leadership LessonsSocrates and the Power of Questions
Socrates changed thought not by giving answers but by asking better questions. A leadership method, not just a philosophy.
- Dec 15, 2025→Brain TeasersThe Digital Twin Synchronization Problem
Four digital twins update on different cycles. When do they all sync at the same moment again?
- Dec 15, 2025→QuizzesThe Future of Work
A quiz on how AI is reshaping jobs and skills by 2030. Test your assumptions against the data.
- Dec 01, 2025→QuizzesDigital Transformation Reality Check
A quiz on why most digital transformations fall short, and the sobering numbers behind the failures.
- Dec 01, 2025→Leadership LessonsLin-Manuel Miranda's Democratic Creativity
How Lin-Manuel Miranda built Hamilton by collaborating early and often: creativity as a team sport.
- Dec 01, 2025→Brain TeasersThe Process Automation Race
One company waits for perfect automation; the other ships 60% now. Who comes out ahead?
- Nov 15, 2025→Leadership LessonsGarry Kasparov's Graceful Defeat and Invention of a New Form of Chess
Beaten by Deep Blue, Kasparov didn't sulk. He invented a new kind of chess. A lesson in losing well.
- Nov 15, 2025→From the MarginsHow Well Do You Understand AI Agents?
A quick quiz on what really separates an AI agent from ordinary automation.
- Nov 15, 2025→Brain TeasersThe Autonomy Paradox
AI handles 90% of decisions; humans are meant to review 10% but can only reach 8%. Where does the gap go?
- Nov 01, 2025→Leadership LessonsCalm, Trust, and Resilience Win the Game
Leadership lessons from the cricket pitch: why calm, trust, and resilience decide the close games.
- Nov 01, 2025→Brain TeasersThe Agent Delegation Dilemma
- Nov 01, 2025→From the MarginsWhat's Your AI Readiness Level?