Scott's Newsletter

Scott's Newsletter

The Race You Lose by Winning

You optimized all the shortcuts into your life and all the difficulty out—now the only life you can handle is the easy one

Scott D. Clary's avatar
Scott D. Clary
Dec 17, 2025
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You chose the easier conversation. Then the easier project. Then the easier relationship. Then the easier job.

Each time, it made sense. Why make things harder than they need to be? Why have the difficult conversation when you can avoid it? Why take the challenging project when the easy one pays the same? Why stay in the uncomfortable relationship when you can leave?

You’re optimizing. Being efficient. Removing unnecessary friction from your life.

Ten years later, you’ve gotten really good at easy. And terrible at hard.

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