Your AI is overwhelmed, and confused

Pile on context and it forgets; pile on rules and it freezes. The most expensive mistake is reaching for a bigger model when you have an architecture…

Aug 3 • Leif Linden

July 2026

You Can Debug an Agent. You Can’t Debug a Person.

Good leaders read people. Bad managers confuse the person for the tool they already know how to use.

Jul 23 • Leif Linden

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AI Agents Require Operators, Not Just Builders. Get Ready.

Shipping products used to be the finish line. It's now the start.

Jul 16 • Leif Linden

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Testing AI Is Harder Than Ever. Because It's Not a Test.

Most of software never had to grade work with no single right answer. The fields that always did have run this playbook for fifty years.

Jul 9 • Leif Linden

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June 2026

The Dictionary Senior Employees Carry

Corporate language isn't a character defect. It's a sorting mechanism.

Jun 18 • Leif Linden

The specialist PM is having a bad year

AI is multiplying decisions and shrinking the pieces they come in. The single-domain career was built for neither.

Jun 9 • Leif Linden

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Carrying the Bag

The 2026 layoffs assumed AI would replace the work. The survivors are finding out which work it actually can.

Jun 4 • Leif Linden

May 2026

Productivity Is No Longer Free

Per-token prices are falling, yet enterprise AI bills are exploding. Both are true, and the reason rewrites who controls productivity.

May 28 • Leif Linden

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Why the 2026 layoffs are a balance sheet story, not an AI story

If the layoffs were driven by productivity gains, the roles would be gone. They aren’t.

May 23 • Leif Linden

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AI Agents Are Your Newest Customer – And Serving Them Needs Its Own Org Chart

The mobile-vs-web winners built their orgs around a new customer. Agentic shoppers are about to demand the same.

May 19 • Leif Linden

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'Human Versus Agent' Is the New 'Web Versus Mobile'

And the 2012 mobile-strategy mistakes are about to repeat themselves.

May 13 • Leif Linden

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April 2026

Executives Are Getting The Middle Management They Deserve

The AI shift is going to hit middle management hardest — and that's a strategic opportunity to redefine roles that have been allowed to hollow out.

Apr 30 • Leif Linden

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