Oliver Buchannon
John Crowley

West Point grad, HBS/HKS, entrepreneur. Building with AI and writing about it weekly.

"Good With AI"

Mar 10, 2026

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9 min read

"Good With AI"

Jarvis answers to those who ask well.

John Crowley
John Crowley
The Gap

Mar 2, 2026

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9 min read

The Gap

80% of executives say AI isn't working. Jack Dorsey just laid off 40% of his company because it is.

John Crowley
John Crowley
There Are Levels to This

Feb 23, 2026

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9 min read

There Are Levels to This

Most people have never used AI. The ones who have might be doing it wrong.

John Crowley
John Crowley
Your Keyboard Is Slowing You Down

Feb 16, 2026

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8 min read

Your Keyboard Is Slowing You Down

Stop typing. Start talking.

John Crowley
John Crowley
The Easiest AI Win at Work

Feb 9, 2026

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10 min read

The Easiest AI Win at Work

You're losing more in meetings than you think.

John Crowley
John Crowley
A 200-Year-Old Learning Method for the AI Era

Feb 6, 2026

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6 min read

A 200-Year-Old Learning Method for the AI Era

How West Point's approach to learning applies to AI.

John Crowley
John Crowley