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Who's flying the plane?
AI takes some skills off you and hands you others. The catch is choosing which ones to keep.
Jul 9
•
Ollie Henderson
Do you believe in 'hard work'?
Visible effort was always a proxy for value. AI removes it.
Jul 2
•
Ollie Henderson
June 2026
Your company was built for a problem AI just removed
What a 15th-century monk tells us about the shape of the modern company
Jun 25
•
Ollie Henderson
Workslop and the skull that fooled Britain for 41 years
AI has made looking finished almost free. Someone downstream still has to find out it isn't.
Jun 18
•
Ollie Henderson
AI has an Uber map problem
AI is being sold as a time multiplier. It isn't time we're short of.
Jun 11
•
Ollie Henderson
Is your job a game the machine can already win?
AI takes the parts of work that look like a game. The rest is where the value is.
Jun 4
•
Ollie Henderson
May 2026
A booed billionaire and the deal that broke
Graduates are booing AI commencement speakers. It's not technophobia.
May 21
•
Ollie Henderson
A Fitbit, a broken air conditioner, and the real test of your AI strategy
What AI makes cheaper may not be what matters
May 14
•
Ollie Henderson
A two-hour marathon and the reason your best work isn't getting done
How you train matters more than how hard you train. The same is true of how you work.
May 7
•
Ollie Henderson
April 2026
A sushi apprenticeship and the case for hiring people who don't know anything
AI adoption is being led by the most experienced workers. That's the problem.
Apr 30
•
Ollie Henderson
Stress, safety, and the worst possible time to get comfortable
The qualities an AI future demands are the ones we've spent five years removing
Apr 23
•
Ollie Henderson
How a London tube strike accidentally improved thousands of commutes
And what it says about the processes you're about to hand to AI
Apr 16
•
Ollie Henderson
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