San Francisco, take the hint

(The Weekend Edition)

Nov 8 • 

Tom Chavez

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1

October 2025

Do Less. Build Better.

A conversation with Rachel ten Brink

Oct 30 • 

Tom Chavez

1

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 • 

Tom Chavez

10

1

The real AI pinch point

Hint: it’s not chips

Oct 3 • 

Tom Chavez

3

1

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 • 

Tom Chavez

1

Democracy Is the Platform Beneath Every Startup

Harrison Miller on Amazon’s coin-toss chaos, building through bubbles, and why democracy is the platform behind every startup

Sep 18 • 

Tom Chavez

5

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In Defense of Bubbles

The wreckage is real. So are the gifts hiding underneath.

Sep 11 • 

Tom Chavez

1

3

August 2025

America reveres work. ICE raids desecrate it.

From Puritans to the New Deal to César Chávez — across politics and class, we’ve always shared one belief: work is sacred. ICE raids betray that.

Aug 28 • 

Tom Chavez

6

2

The update that killed my wife

The strangest AI stories have something to teach us

Aug 14 • 

Tom Chavez

3

1

1

July 2025

What LLMs and Stoned Jazz Musicians Have in Common

Genius, chaos, and absolutely no memory of what just happened

Jul 31 • 

Tom Chavez

2

2

The next software failure will kill people

CrowdStrike bricked the world. One year later, we still don’t have guardrails

Jul 18 • 

Tom Chavez

3

1

1

Why I'd Never Hire Me

(The upside of being unmanageable)

Jul 10 • 

Tom Chavez

4

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