Writing

Harry writes about how AI works and what it takes to bring a team along. Every edition of Harry on AI, his free newsletter, is here in full.

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Jul 23, 2026Why Easier Agents Will Make AI Adoption Harder
On the gap between access and ability, and who pays for it.
Jun 11, 2026Under the Hood II: Why Context Windows Aren't Gas Tanks
Why a full window isn't full, and why a bigger one won't save you.
May 31, 2026Under the Hood: A new Series + How Agents Actually Work
An intro and Part 1 of a new series aimed at simplifying AI to make it practical
Feb 16, 2026What Always-On AI Actually Costs
OpenClaw, agency decay, and the line I'm not crossing yet
Jan 9, 2026How I Built a Business Operating System in Plain English
Six layers of markdown that run my consulting practice
Dec 14, 2025What Will You Build Next?
The most prominent question operators are increasingly being asked and what it means
Dec 1, 2025The Paint-by-Numbers Problem with AI Learning
Why prompt templates won’t prepare you for what’s coming
Nov 24, 2025The Software Split
When Infrastructure Survives and Everything Else Gets Questioned
Nov 7, 2025Your Playbook Isn’t Your Advantage Anymore
When differentiation comes from operations, not products
Oct 27, 2025Raise the floor, not the ceiling
The highest leverage AI is the least glamorous
Sep 28, 2025Compute Frugality
Finding proportion in a world of excess compute
Sep 3, 2025Why I'm Suspicious of AI Sophistication
On complexity, simplicity, and what actually gets built
Aug 20, 2025The Permission to Be Ordinary
On compound improvements and the courage of not transforming
Aug 8, 2025The Burden of Infinite Possibility
When everyone can build anything, someone has to figure out what's worth building

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