17 posts across Systems & Adoption, Judging AI, Supervising Agents, Work & Judgement
Most AI pilots don't fail loudly — they stop getting mentioned in standup while the subscription keeps renewing. Three questions that force the decision nobody schedules.
4 min readSix unrelated 2026 AI rollouts — a 30,000-employee deployment, a public Slack agent, a $4 billion retraining push, and a CEO naming the real constraint out loud — all broke or worked on the same variable. Here's the pattern underneath all six, and what to build instead of waiting.
5 min readA new guide from Hamel Husain and Shreya Shankar says the way most teams grade AI output is backwards. Read real failures by hand first, then decide what to measure — not the other way around.
4 min readMcKinsey found 94% of companies still see no measurable AI return despite licenses everywhere. Four separate 2026 moves — a monetized free tier, outcome-based consulting fees, and a user base that's no longer mostly developers — show what actually separates the 6% that do.
5 min readThe scope and guardrails you built for one agent don't cover what happens when it hands off to a second agent instead of to you. Here's what changes when agents work together.
6 min readOpenAI, NEC, and Shopify have each committed real money and structure this year to teaching people how to use AI — not to making the model smarter. Five signals from 2026 point at the same bottleneck: adoption, not access.
5 min readMcKinsey reports 30%+ of its consulting fees are now tied to client outcomes, not hours. Deloitte warns labour-based consulting could shrink significantly by 2035. Here's what the shift from hours to outcomes means for every professional who sells time.
5 min readThe question 'what did it actually do on the eleventh?' has an answer or it doesn't, and that's decided months earlier. Five things worth recording, none of which require an engineer.
5 min readAlmost every team that adopts AI builds a shared prompt library, and almost all of them are abandoned within a quarter. The reasons are consistent, and so is the version that survives.
5 min readProfessional judgement was built by years of doing work that AI now does in seconds. Nobody misses that work — but the training it provided was real, and something has to replace it.
6 min readCharity Majors identified why AI disagreements stay unresolved on most teams: there's no natural feedback loop between the person who moves fast with AI and the person who deals with the quality failures. Here's how to build one.
5 min readEnterprise AI rollout advice is written for organisations with a change function. For a team of ten, most of it is overhead. Here's the sequence that works at small scale.
6 min readShopify runs its internal AI coding agent exclusively in public Slack channels — never DMs. The whole company learns by watching. Here's how to apply the same principle without building a custom agent.
3 min readYour enthusiast and your sceptic are both right, and treating either as the problem costs you the other. Here's how managers handle the conversation without producing quiet non-compliance.
6 min readWork IQ creates stateful agents by combining your M365 data, Active Directory, and communication history. Before your IT team deploys it, you should know what those agents can see and do on your behalf.
4 min readLicences issued and hours saved are the two most common AI metrics and neither survives contact with reality. Four measures that tell you something, and one number worth having.
5 min readNEC deployed Claude to 30,000 employees with a dedicated Center of Excellence and structured training. The lesson for any team manager is the same regardless of scale: the bottleneck is never the tool — it's the first task.
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