Oliver Buchannon
John Crowley

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

The Implementation Era Begins

May 5, 2026

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4 min read

The Implementation Era Begins

The labs, the layoffs, and a clearer picture of where work is headed.

John Crowley
John Crowley
Build a Company Brain

Apr 28, 2026

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4 min read

Build a Company Brain

Last week I used a term. Yesterday YC made it official.

John Crowley
John Crowley
Inside a Claude Implementation

Apr 21, 2026

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4 min read

Inside a Claude Implementation

The four things every serious Claude setup needs

John Crowley
John Crowley
A Tale of Two Labs

Apr 7, 2026

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8 min read

A Tale of Two Labs

OpenAI and Anthropic are racing to build the future of AI. Their approaches couldn't be more different.

John Crowley
John Crowley
The Free Ride

Mar 31, 2026

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7 min read

The Free Ride

You're getting a remarkable deal on AI right now. It won't always be this good.

John Crowley
John Crowley
Hope and Alarm

Mar 23, 2026

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6 min read

Hope and Alarm

81,000 people told Anthropic what they want from AI. The people most worried about losing their jobs are also the ones most likely to keep them.

John Crowley
John Crowley
The Rise, Fall, and Imminent Return of the Em Dash

Mar 16, 2026

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7 min read

The Rise, Fall, and Imminent Return of the Em Dash

The punctuation mark that accidentally became an AI tell.

John Crowley
John Crowley
"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