Writing

Unexpected Insights

Essays on strategy, attention, and the odd places belonging actually comes from — plus a running log of what I do with AI every week. Published on Substack since 2021.

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Guest essay · ZINE

Self-Sabotaging Innovation: The Art of Doing Dumb Shit

Co-written with Matt Klein for ZINE, his cultural-intelligence Substack — and its most-read essay of all time, with 1M+ reads across 150+ countries. On breaking free of passivity, apathy, and corporate FOMO.

Read on ZINE →

Start here

Seven essays that hold up

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May 2026

The ADHD Brain on AI

What 5,000 conversations taught me about the power of AI for neurodivergent brains (and the half the conversation is missing)

Split image of two men, one smiling and the other with a serious expression. The man on the left has light skin, brown hair, glasses, and a light-colored shirt, while the man on the right has a darker hat, glasses, a mustache, and beard, and wears a dark suit.

Apr 2025

Truth in Tension: Why Complexity Matters in an Age of Absolutism

Nuance isn’t softness—it’s resistance.

Laptop computer with a bright screen on a wooden desk, a mug, and a notebook with a pen in a dimly lit room.

Mar 2026

Full Screen

On fragmentation, the translation tax, and what it costs when your mind belongs to everyone but you

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May 2026

Stop Apologizing for Your Em-Dashes

The cultural backlash against AI-coded writing has politics, and the politics has receipts.

A panel discussion with four speakers seated in front of an audience, with large screens displaying the topic 'Are We Thinking About Attention All Wrong?' and the logos 'Cannes Lions' and 'Different Minds' in a decorated room with purple lighting and hanging pendant lights.

Jul 2026

Into a Microphone

On the math of saying it out loud

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May 2025

Between Dopamine and Discernment: Navigating AI's Sacred Pretense

Finding truth in an age of algorithmic wisdom

Three headshots of diverse adults with short red and brown hair, wearing professional attire, against different gray, colorful, and plain backgrounds.

Apr 2025

How ChatGPT "sees" you: A three-part experiment

The problematic assumptions AI makes about us, and what it tells us about culture

Latest

Most recent

"Someone Needs to Get Her Help" Aug 13, 2026

Can Claude Code Tell When I've Taken an Edible? Aug 12, 2026

Sh*t I Did With AI This Week: 7/28/26 Jul 29, 2026

Shit I Did With AI This Week: 7/21/26 Jul 22, 2026

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