Writing

The Relay

One idea per issue, developed in depth.

August 19, 2026

You’re Not Coal (and AI Isn’t a Steam Engine)

Why the promise of AI efficiency is landing on you as more work, not less -- and what to do about it. Plus, a tale of two paradoxes.

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August 12, 2026

Stop Waiting for Clarity. You Need Momentum.

Stop drifting. Move before you're ready, and insight will come. Read to the end for an announcement.

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August 5, 2026

You Can’t Berate Yourself Into a Better Life

Three ways to get out of your own way when you're ready for a change.

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July 29, 2026

The Business Metric Destined to Make You Insane

Why making your boss or client happy is a goal that sets you up for failure - and what to focus on instead

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July 22, 2026

You Should Take A Vacation

I am.

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July 15, 2026

How To Stop Saying Yes When You Mean No

Skip the decision making frameworks -- a decision you've already made requires no willpower in the moment.

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July 8, 2026

I Talked to 26 Therapists in Two Weeks. Here is What I Was Discounting.

How a chaotic calendar and a conversation with my wife forced me to stop discounting my own expertise.

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July 1, 2026

Emotional BASE jumping is the Ultimate Life Hack

Making money isn’t the hard part of building a business. The real challenge is pushing past the reasonable fear that jumping off a cliff will kill you.

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June 24, 2026

Let Chad’s Presentation Fail (And Save Your Sanity)

A mantra for high-achievers drowning in corporate drudgery: Smile More, Do Less

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June 17, 2026

How We Build The Case Against Our Own Ambitions

Pursuing our dream requires us to do some cross examining to help defeat the airtight cases we build against them.

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June 10, 2026

You’re Not Afraid of What People Think

You’re afraid of what you think about yourself -- that’s just your inner critic playing dress-up. Here is how to break the reflex.

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June 3, 2026

It’s Time For The Great Disentanglement

In order to align, you've got to disentangle. This one's about judgement, hierarchies, and how to survive the shake-up

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May 27, 2026

Buckle Up, It's Time To Go Offroading

Part of you is always talking you out of taking big swings. That part is trying to protect you — time to relocate it from the driver's seat to the passenger seat.

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May 20, 2026

Why (and How) to Embrace Your Inner Bananagrams

On brainscapes, imagination, and the radical act of getting into self

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May 13, 2026

This is More Existential Than Burnout

Political unrest, AI, and RTO are creating the conditions for an epidemic of moral injury at work. Here's what it looks like from the inside.

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May 6, 2026

Why Being Useful Isn’t Always That Useful

The difference between what your career rewards you are and what you actually care about.

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May 3, 2026

Welcome to The Relay

On what brought you here, and what to do with it.

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