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Gray Collar explores how work is changing in the AI economy and why human judgment, responsibility, and real-world experience matter more than ever for finding careers and meaning.

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Substack
PricingOnly free issuesPublishesDaily
Issues49Founded9 months agoLast Issue4 months ago
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graycollar.com
Artwork for The Gray Collar Collective

Latest Issues

We've stopped admiring competence

When I was growing up, the people everybody respected weren’t always the richest in town. They weren’t the ones with the fanciest titles or the nicest offices. They were the folks who knew how to do something the rest of us couldn’t. The me...

4 months ago
2
1

Everybody Has a Plan Until They Get Punched in the Mouth

Mike Tyson once famously said: “Everybody has a plan until they get punched in the mouth.” It’s one of those quotes that makes people laugh because it’s true in boxing, in business and in life in general.

Recently, I was working with my bo...

4 months ago
1

Focus on What's Real

We simulate almost everything important in life. Pilots train in simulators before flying aircraft. Military units rehearse missions before deployment. Athletes practice situational scenarios repeatedly before competition. Simulation reduce...

4 months ago

The Suck You're Built For

Some people can tolerate enormous physical hardship but struggle with emotional intensity. Others thrive in fast-moving, high-pressure environments but become miserable doing repetitive work behind a desk. Some people love solving tangible...

5 months ago

All jobs suck.

There is a phrase widely used throughout the military, particularly in special operations and high-performance environments:

“Embrace the suck.”

At first glance, it sounds crude, negative, or even cynical. But in practice, it is actually...

5 months ago
2

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Authors

The writers behind this newsletter.

  • Don Smith

    Changing the conversation around work in America

  • Craig A Parisot

    GenX Tech Exec building the AI economy while insisting it leave room for human judgement, dignity and responsibility.

  • Jon Shoemaker

    As CRO of Tanager Holdings, I work hands-on with founders across technology, manufacturing, AI, and consumer brands - shaping go-to-market strategy, building partnerships, and creating the conditions for sustainable growth.

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