Stephen Kelly

I Don’t Know How to Be a Beginner Anymore

When I was a kid, I wore holes in my parents’ carpet running the imaginary bases in imaginary Comiskey Park.

Sep 22 • Stephen Kelly

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March 2026

Writing Revealed What I Actually Believe

The process of turning thoughts into something you actually have to live

Mar 17 • Stephen Kelly

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The High RPM Trap

I want level 50 when I'm on level 2

Mar 10 • Stephen Kelly

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What Actually Makes a Weekend Work

Why the weekends I designed for myself kept falling flat

Mar 3 • Stephen Kelly

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February 2026

An Ideal Friday Night: Hamachi Hand Rolls and Princess Gloves

Daddy Daughter Dance Was Never About the Dancing

Feb 24 • Stephen Kelly

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Visualizing Retirement Before I Arrive There

In my baseball career, visualization was not optional.

Feb 17 • Stephen Kelly

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A More Sustainable Version of Excellence

For most of my life, excellence looked like pressure.

Feb 10 • Stephen Kelly

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Learning Not to Worry (Because It Was Never Helping)

For a long time, my worry disguised itself as diligence.

Feb 3 • Stephen Kelly

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January 2026

From Killer to Builder

The Shift from Performance to Ownership

Jan 27 • Stephen Kelly

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The Things That Passed the Test

I’ve never been shy about spending money.

Jan 20 • Stephen Kelly

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The Luxury of Doing Things Well

I have slowly come to value doing fewer things, but doing them better.

Jan 13 • Stephen Kelly

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Twelve Years In

I thought I knew what marriage was twelve years ago.

Jan 6 • Stephen Kelly

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