Forty Years of the Wrong Floor Plan

What factory electrification teaches us about $285 billion in vanishing enterprise software value

Feb 19 • Tom Chavez

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Build vs. Buy Is Dead

There's a third path. And it changes who wins.

Feb 12 • Tom Chavez

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Marketing’s Silo Problem

8 Lessons from Randy Rothenberg at IAB 2026

Feb 5 • Tom Chavez

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January 2026

The Most Honest Thing I’ve Said in a Boardroom

A note to founders on conviction without bullshit

Jan 15 • Tom Chavez

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December 2025

What I Read and Loved in 2025

(Spoiler: none of it will help you relax)

Dec 18, 2025 • Tom Chavez

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Cool Demos Don’t Pay the Bills. Iteration Does.

Magic is easy, maintenance is where you earn it.

Dec 4, 2025 • Tom Chavez

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November 2025

The Most Important Conversation I Had This Week

How one uncomfortable question forced me to define what we actually build—and why clarity beats hype in the age of AI “everything apps.”

Nov 20, 2025 • Tom Chavez

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San Francisco, take the hint

(The Weekend Edition)

Nov 8, 2025 • Tom Chavez

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October 2025

Do Less. Build Better.

A conversation with Rachel ten Brink

Oct 30, 2025 • Tom Chavez

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What Got You Here Won't Get You There

The rules of the game are changing faster than humans can adapt and no playbook from the last decade will save you.

Oct 16, 2025 • Tom Chavez

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The real AI pinch point

Hint: it’s not chips

Oct 3, 2025 • Tom Chavez

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September 2025

Dead Metaphors Cost Billions

Capital doesn’t chase reality. It chases stories. The winners know when it’s time to tell a new one.

Sep 25, 2025 • Tom Chavez

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