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AI Strategy

Implementation, ROI, adoption, and leadership decisions for AI in business

// ai strategy · sep 17, 2026

Who Gets the Time AI Saves? Trust, Culture and AI Adoption

AI adoption asks employees to reveal information that can affect their own working lives, so what the organisation does with that information determines what it gets told next.
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// ai strategy · jul 28, 2026

Give your AI permission to disagree with you

A year on from Butler and Advisor, the models have hands. Following a bad instruction well no longer costs you a paragraph, so I now ask my assistant to challenge me - with a threshold, and with evidence.
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// ai strategy · jun 21, 2026

Don't bet your strategy on what AI can't do

Building your plans around what AI can't do today is a bet, and it's a losing one. The thing you're betting against keeps moving.
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// ai strategy · jun 21, 2026

The best AI work is boring

The AI work I trust most looks boring. It does the same thing every time, and for anything that matters, dependability beats cleverness.
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// ai strategy · jun 20, 2026

The most useful AI works when you're not watching

The most useful AI works while you're not watching - and the barrier usually isn't a cleverer model, it's permission. A plain-English guide to the Permission Ladder: how much autonomy you give an AI, the access it costs, and why onboarding it like a new hire is the right mental model.
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// ai in practice · apr 18, 2026

AI just came for design

Six interface screens in thirty seconds, and the spacing made sense. What tools like Figma AI and Claude Design change for designers, and what they don't.
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// ai strategy · mar 17, 2026

Reducing AI Risk with Simple Rules

The AI conversation right now is split down the middle, and I think many people on both sides are way off the mark. On one side, you've got people who think AI is the answer to everything - the hype, the...
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// ai in practice · jan 27, 2026

AI Doesn't Care

Four Things AI Still Can't Do The latest AI "reasoning" models are a massive improvement. Gemini 3, ChatGPT 5.x and especially Claude Opus 4.5 - these systems are amazing. But they still have hard limits,...
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// ai strategy · jan 25, 2026

Why "95% of AI Pilots Fail" Is the Wrong Lesson

Why "95% of AI Pilots Fail" Is the Wrong Lesson The headline failures make for good reading. They're just teaching you the wrong things. You've probably seen the stat: 95% of AI pilots fail. The most recent...
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// ai strategy · jan 21, 2026

Why Boring is Interesting

Boring is interesting A couple of weeks ago I published my 'Boring AI' Manifesto. I had a bit of fun with it, but I believe it's important. It's a core idea in my upcoming book, The AI Pilot Handbook. A few...
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