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AI Leadership: The Difference Between Assuming and Checking

Klarna’s CEO thought he knew his customer service culture well enough to replace 700 people with it. He was wrong, and it took him eighteen months and a public reversal to find out. In February 2024, Klarna announced its OpenAI-built assistant was doing the work of 700 full-time agents, handling 2.3 million conversations and cutting […]

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Trust Is the Whole Problem

Strip away the credentials, the case studies, and the fee structure, and every AI advisory relationship comes down to one question a CEO has to answer for themselves: how do you trust a stranger? What is a CEO actually looking for when they hire outside AI help? Someone with no political interest in the outcome. […]

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Why Are You Paying the Firm That Already Failed You

A leader inside a large, well-known company recently asked a Big Four firm to evaluate their AI readiness. I am withholding the company and the names, because the pattern matters more than the specifics, and I have seen this exact pattern more than once. What was the actual problem the AI evaluation was supposed to […]

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Your Meeting Format Is Failing Before Anyone Speaks

When a young, technically sharp person presents AI strategy to a CEO, the meeting usually fails before either of them says anything true. I have watched this happen enough times to recognise the pattern immediately, and it has almost nothing to do with the content of the presentation. What actually goes wrong when a sharp […]

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The CEO Is Asking ChatGPT Who to Call, Not You

Leaders increasingly ask ChatGPT, Copilot, or Claude “who should I talk to about AI strategy” before they ask a single human being. Not because AI knows better. Because it lets them avoid the moment where they have to admit, out loud, to a colleague, that they do not know who to call. That single fact […]

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Implementing AI Is Not a Strategy

The question a CEO actually wants answered is “what is our AI strategy.” What the CIO or CTO gives back is usually a personal opinion, because their job has been maintaining infrastructure, not building foresight. There is a deeper frustration underneath this, one I hear from CEOs directly: they wanted their technology leader to bring […]

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Bring AI Transformation Thinking to Your Organization

Thomas Anglero
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