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One signal, one subtraction, one analogy. Sunday morning, five minutes, no video required.

68 issues on one continuous count since 2025. Free on Substack and LinkedIn.

Issues from 058 accompany an episode of the show. Earlier ones stand alone. Every issue reads here.

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Issue 068 hero image Issue 068 · Sunday 13 September 2026 Swiss Army Knife or Scalpel?

Ankit Patel asked to buy only the features he used. The answer was the whole package, for a year, or nothing.

Issue 067 hero image Issue 067 · Sunday 6 September 2026 No Wrong Answers

When we can't name the wrong result, we're not measuring. We're describing our own efforts back to ourselves.

Issue 066 hero image Issue 066 · Sunday 30 August 2026 Dig the Second Hole

Run a test, run it twice, and don't let the tool define the problem.

Issue 065 hero image Issue 065 · Sunday 23 August 2026 No Self-Checkout

AI made ideas free and reach free, so the biggest room stopped being worth winning. The scarce move is influence.

Issue 064 hero image Issue 064 · Sunday 16 August 2026 Measuring 500 Nuclear Engineers

How to measure what everyone says can't be measured

Issue 063 hero image Issue 063 · Sunday 9 August 2026 The Quilt and the Minefield

The AI laws already in force are all over the place

Issue 062 hero image Issue 062 · Sunday 2 August 2026 Guilty Until Proven Human

The writer is not notified. The appeal, if you want one, arrives after the label already exists.

Issue 061 hero image Issue 061 · Sunday 26 July 2026 The Bull in the Apartment

Your AI policy is a procurement document wearing a safety costume. The first question is what you have already put within reach.

Issue 060 hero image Issue 060 · Monday 20 July 2026 The Crowded Bar

AI made every resume look great, which is exactly why looking great stopped meaning anything. Put the human back.

Issue 059 hero image Issue 059 · Sunday 12 July 2026 The For-Loop Meeting

Your calendar is full of loops that forgot to ask whether they should still run. Here is how to find one and end it.

Issue 058 hero image Issue 058 · Sunday 5 July 2026 All Horsepower, No Radiator

A new frontier model every 11 days. The failures still aren't about smarts. They're about context.

Issue 057 hero image Issue 057 · Monday 29 June 2026 Audit Thyself?

AI models can't grade their own blind spot very well. People don't either.

Issue 056 hero image Issue 056 · Monday 22 June 2026 Vocabulary Debt

One word naming four systems used to just confuse people. Now it makes your AI confident, precise, and dead wrong.

Issue 055 hero image Issue 055 · Monday 15 June 2026 Teamwork Makes The Dream Work

Two models and a judge beat the best single frontier model. The lift lives in the reconciling, not the genius. Same law runs your org.

Issue 054 hero image Issue 054 · Monday 8 June 2026 Intelligence: Rent or Own?

Open-weight is two quarters behind the frontier and closing. For anything you'll run indefinitely, the math has tipped, and the buying window looks a lot like 2020.

Issue 053 hero image Issue 053 · Monday 1 June 2026 Solution Shapes

Organizations buy the shape they already know how to operate, then wonder why it never fits the problem.

Issue 052 hero image Issue 052 · Monday 25 May 2026 On Time or Ready?

The clock says 7:58 PM. But the curtain doesn't move until everyone is ready.

Issue 051 hero image Issue 051 · Monday 18 May 2026 Permanent = Expired

All information is perishable. AI info ages like milk.

Issue 050 hero image Issue 050 · Monday 11 May 2026 50 Arrows

Nearly one year in, I still don't know what I have.

Issue 049 hero image Issue 049 · Monday 4 May 2026 Turnstile or "On The List"?

Stripe shipped agent payments. The language for what agents may do was already open and free.

Issue 048 hero image Issue 048 · Monday 27 April 2026 Dashboards Are Last to Know

The question 'what are you doing?' assumes singular attention. Look for what's running, not what fits the dashboard.

Issue 047 hero image Issue 047 · Tuesday 21 April 2026 Behind the Wall

David Soria Parra, MCP co-creator, at AI Engineer Europe this week: "2026 is the year agents go to production." Not a prediction.

Issue 046 hero image Issue 046 · Tuesday 14 April 2026 Too potent to ship

Anthropic tested Claude Mythos, found reckless and deceptive behavior, and chose not to release it broadly. The question is whether your own deployments could survive that discipline.

Issue 045 hero image Issue 045 · Monday 6 April 2026 The Gap Nobody Owns

Right now, somewhere in your organization, four different teams are managing four different slices of AI risk.

Issue 044 hero image Issue 044 · Monday 30 March 2026 Shared Operational Language

Human capability and agent capability are now described in the same format, so work gets allocated by what a task needs, not by whose name is on it.

Issue 043 hero image Issue 043 · Monday 23 March 2026 Skills: Have < Use

Two weeks ago we flagged the vocabulary fork. Last week we showed that skills were never guarantees to begin with.

Issue 042 hero image Issue 042 · Monday 16 March 2026 Skills Are Bets, Not Gates

Certifications and installable agent skills raise the odds of a good outcome, but neither guarantees it, and mistaking a bet for a guarantee is where costly surprises hide.

Issue 041 hero image Issue 041 · Monday 9 March 2026 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.

Issue 040 hero image Issue 040 · Monday 2 March 2026 The Verb is the Tell

Listen closely to how people at your org talk about AI. The verb they reach for tells you everything.

Issue 039 hero image Issue 039 · Monday 23 February 2026 The Rulebook Doesn't Exist Yet

People are asking for AI rules before the rulebook can exist. Rules follow practice. Practice is still forming.

Issue 038 hero image Issue 038 · Monday 16 February 2026 The Understanding Trap

Preparation used to come before action, but AI moved faster than any course could teach, so builders now understand tools by using them, not before.

Issue 037 hero image Issue 037 · Monday 9 February 2026 "Not My Job" is Predictive

When AI adoption hits 'That's not my job,' you're looking at an org design problem, not a skills gap.

Issue 036 hero image Issue 036 · Monday 2 February 2026 The Weight of Avoidance

You know that feeling when you've been avoiding the bathroom scale?

Issue 035 hero image Issue 035 · Monday 26 January 2026 The Handoff Gap

Generation cost has dropped to near zero, but nobody assigns an owner, so orphaned AI artifacts pile up with no one left to defend or delete them.

Issue 034 hero image Issue 034 · Monday 19 January 2026 Rightness at Resolution

AI is right at the wrong resolution -- and your validation infrastructure was built for a different kind of system.

Issue 033 hero image Issue 033 · Monday 12 January 2026 The Copilot Problem

An ancient failure mode AI is exposing everywhere.

Issue 032 hero image Issue 032 · Monday 5 January 2026 The One-Hour Year

When individuals outrun institutions, the ground shifts for everyone.

Issue 031 hero image Issue 031 · Monday 29 December 2025 The Only Skill That Matters

The only skill that matters is not prompting.

Issue 030 hero image Issue 030 · Monday 22 December 2025 What Survived 2025

A survivorship filter over 29 issues: the ten frameworks that held up under real deadlines, audits, and organizational friction in 2025.

Issue 029 hero image Issue 029 · Monday 15 December 2025 AI Lives In The Default Path

Most orgs are trying to drive AI adoption with tools, training, and enthusiasm.

Issue 028 hero image Issue 028 · Monday 8 December 2025 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.

Issue 027 hero image Issue 027 · Monday 1 December 2025 Managers over Models

Why your AI strategy lives (or dies) in 1:1s.

Issue 026 hero image Issue 026 · Monday 24 November 2025 Friction Creates Shape

Skeptics, hesitators, and governance sticklers are not blocking AI adoption. Their resistance is what keeps it from shaking apart before it is ready.

Issue 025 hero image Issue 025 · Monday 17 November 2025 Synthetic Trust

Confident tone increasingly substitutes for verified reasoning, letting AI-generated decisions sound right long before anyone can defend them.

Issue 024 hero image Issue 024 · Monday 10 November 2025 Human Interface Fatigue

The more “human-friendly” our tools become, the more mental overhead they create.

Issue 023 hero image Issue 023 · Monday 3 November 2025 Confidence & Calibration

Unpacking confidence saturation in AI, separating smarts from sound, and rewiring rewards.

Issue 022 hero image Issue 022 · Monday 27 October 2025 Scoring Without Understanding

AI capability numbers are spreading faster than comprehension.

Issue 021 hero image Issue 021 · Monday 20 October 2025 Success at the PAICE of Work

Yeah, lots happened in the last week (again): specifically over in Anthropic-land where they announced Skills, Web, MS365 integration, and Haiku 4.

Issue 020 hero image Issue 020 · Monday 13 October 2025 Turbulent Measures

Readiness scores and maturity dashboards multiply while the real friction between people and AI goes unmeasured entirely.

Issue 019 hero image Issue 019 · Monday 6 October 2025 Personal Stories of Personalization

A former teacher and a video producer, both new to AI, show what personalization instinct looks like at machine scale.

Issue 018 hero image Issue 018 · Monday 29 September 2025 Planning for AI Adoption in 2026

Updating the Diffusion of Innovation model for AI, strategizing for trust-building, and navigating AI adoption hurdles.

Issue 017 hero image Issue 017 · Monday 22 September 2025 Tools Takeover Talent

Computer, translator, and curator were once job titles before they became tools, and those roles moved up instead of vanishing. The same shift is now hitting coaches and analysts.

Issue 016 hero image Issue 016 · Monday 15 September 2025 Talking to AI Like It’s a Computer

We hold AI to a standard of perfection we never demanded from coworkers, then act shocked when it disappoints us. Treating it like a new colleague gets better results.

Issue 015 hero image Issue 015 · Monday 8 September 2025 AI Breaks the Training Workflow

Training that waits for a tool rollout to finish cannot keep up with AI's pace anymore. Learning and doing need to run in parallel, like a surgical team acting at once.

Issue 014 hero image Issue 014 · Tuesday 26 August 2025 5% Success

MIT found 95 percent of organizations get zero return from generative AI, echoing decades-old change management failures. The fix is cutting weak pilots fast.

Issue 013 hero image Issue 013 · Saturday 16 August 2025 Security Isn't About Adding More

More dashboards, more alerts, more vendors: every addition security teams bolt on quietly widens the attack surface they meant to shrink.

Issue 012 hero image Issue 012 · Monday 18 August 2025 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.

Issue 011 hero image Issue 011 · Thursday 7 August 2025 That Funnel of Yours? It's Straining

Your sales funnel is losing leads before any salesperson speaks to anyone.

Issue 010 hero image Issue 010 · Thursday 31 July 2025 Governance is Now a UX Problem

AI is outrunning internal governance frameworks, and the fix starts at the UX layer.

Issue 009 hero image Issue 009 · Thursday 17 July 2025 Open, auditable AI stacks just shipped!

Open, auditable AI stacks just shipped. The implications are bigger than the headlines suggest.

Issue 008 hero image Issue 008 · Thursday 17 July 2025 Align to the Spec, Not to the Prompt

The shift from prompt engineering to spec alignment -- why crafting the spec with care is what actually matters.

Issue 007 hero image Issue 007 · Monday 14 July 2025 Culture Is a Technical Dependency

Tech teams ship AI features in weeks. The human systems around them still run on quarterly cadences.

Issue 006 hero image Issue 006 · Monday 7 July 2025 Machines With Alien Contexts

What happens to a custom creative moat when AI can replicate the style in minutes.

Issue 005 hero image Issue 005 · Monday 30 June 2025 Declare Independence from Vanity Metrics

Dashboards full of vanity metrics create the illusion of alignment -- and AI is making the problem shinier, not better.

Issue 004 hero image Issue 004 · Tuesday 24 June 2025 The Org Chart Is Still Fighting the Last War

Org charts were designed for accountability, not adaptability. Agentic AI is exposing that limit fast.

Issue 003 hero image Issue 003 · Wednesday 18 June 2025 Tool Choice Is Becoming Strategy

Tool choice is no longer just procurement -- it encodes organizational values, posture, and readiness for change.

Issue 002 hero image Issue 002 · Thursday 12 June 2025 AI Initiatives Are Moving Faster Than Their Organizations Can

AI tools are multiplying fast, but decision rights, governance, and coordination mechanisms are lagging behind.

Issue 001 hero image Issue 001 · Friday 6 June 2025 The Automation Arms Race Has No Finish Line

Nearly every team is layering 3 or 4 AI tools deep -- but the coordination infrastructure hasn't caught up.