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The Journey

Field reports from building with AI in public. What's working, what isn't, and what it cost me. Open numbers, the failures before the wins.

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Three status labels feeding a parser: two written as Done and Closed bounce off; one written as Resolved with a date passes through into a report.
Essay

My AI Agents Kept Losing My Work. The Fix Is Older Than Computers.

July 25, 2026
6 min read

Seventeen finished pieces of work were invisible to my own tracking system, and the cause wasn't effort or memory. A Berkeley talk gave me the name for what fixed it: an ontology. Here's the version that fits a one-person company.

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Split panel: a crossed-out offer that says We sell AI solutions, against a highlighted offer that says Your phone gets answered, every call, day and night.
Essay

The Data Said Nobody's Buying AI. Turns Out I Was Selling the Wrong Thing.

July 24, 2026
5 min read

Last week I showed the demand numbers for AI consultancy are dire. This week a veteran operator explained the part I missed: the demand isn't dead, it's mute. Nobody buys AI. They buy outcomes, told concretely enough to defend to a board.

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Dashboard card on deep navy. Kicker: TRADER-7 · LIVE MODEL SWAP · 22 July 2026. Large gold figure: 4.7 arrow 4.8. Below: both decision models swapped live with one env var; 78 real prompts replayed first, zero regression, paper account still plus $1,234. A row of even green dots crossed by a thin slate SWAP marker, the dots unbroken on both sides. Title: I swapped the model and nothing happened.
Build Log

I swapped the model and nothing happened

July 23, 2026
5 min read

Swapping the two LLMs behind an autonomous trading bot from Opus 4.7 to 4.8, live, without it missing a beat. The trick was replaying 78 real prompts first.

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Conference-thumbnail style graphic: a bordered jamiewatters.work badge, an orange markdown-logo square with the word Markdown, and giant white text reading Go find the customers
Essay

Garry Tan Just Described My Setup. Then I Noticed What He Left Out.

July 21, 2026
7 min read

The YC president gave a talk describing, almost item for item, the AI system I already run. The validation lasted about ten minutes. Then I noticed the word neither of us was saying.

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A padlock icon sitting inside a stream of code, half open, on a dark terminal background
Essay

I Leaked an API Key and It Turned My Own Domain Into a Phishing Weapon

July 21, 2026
6 min read

I got phished from my own verified domain, using an API key I'd leaked myself: what actually leaked, how fast it happened, and what I changed.

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On a Deep Space navy background, a gold-edged card labelled ENCRYPTED REGISTER lists accounts, assets, liabilities and instructions, standing solid in front of three faint dashed cards labelled a service, a vault app and a startup that are fading away. Kicker: DIGITAL ESTATE. Headline: The map is a file. It outlasts every company that might have owned it.
Essay

A friend said it was a business. I decided it was not, and built it anyway.

July 19, 2026
3 min read

A friend said it should be a business. I spent forty years around operations and resilience, so I assessed it honestly, decided it was not, and built it anyway, for free. Here is the reasoning, and why the map of your estate should be a file no company owns.

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A simple data panel: only 8 to 18 percent of small firms pay for any AI, median spend about $28 a month, and only about 8 percent hire a consultant for AI.
Essay

Everyone's selling AI consultancy. The data says nobody's buying.

July 19, 2026
4 min read

A $1,000-an-hour AI consultancy playbook is doing the rounds. The demand data, and a friend who sells everything except this, disagree.

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Two routes to the same tool: a short straight line labelled 'one goal prompt' and a long looping line labelled 'a full framework', both arriving at a node reading 'same tool, both correct, byte-for-byte'.
Build Log

A goal prompt beat my build framework on a real job

July 16, 2026
5 min read

Same spec, same model, two methods: a seven-part goal prompt against a full agent framework. The lean prompt tied on correctness and won on time, cost, and clutter. Here are the numbers.

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Dashboard card on Deep Space navy background. Kicker: UNATTENDED, 22 JUN to 3 JUL, 11 DAYS. Large gold number: plus $132.00. Below: 5 losses, 1 winner (BTC plus $49.72), loss-streak pause fired at 5 and 7, no emergency halts. Sparkline: five red dots stepping down, one green dot jumping up. Title: Eleven days I didn't touch it.
Build Log

Eleven days I didn't touch it

July 4, 2026
5 min read

Eleven days of unattended trading. Five losing trades, one winner covered them, +$132 net. What the system did right, what drifted, what I fixed on return.

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On the left, a lone clamp gripping a single tool; on the right, an organised wall of specialist tools around a small instrument sealed under glass with a wax seal.
Build Log

How to trust AI-written code you didn't read line by line

June 22, 2026
5 min read

AI can write working code in minutes. The hard part is trusting it without reading every line. Here's what actually makes AI-built code trustworthy.

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A craftsman's workbench with hand tools and wood shavings beside a brass measuring gauge sealed under a glass dome with a wax seal
Build Log

Everyone's selling autonomous AI agents. I built one, and the real lesson was 20 years old.

June 21, 2026
4 min read

An AI agent spent an afternoon optimising one of my apps. It tried a change, measured it, kept the one that was genuinely faster, reverted three that weren...

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A reassuring padlock on the front door of a house, while a small side window stands quietly open in the background.
Build Log

I Ran Graphify. The Privacy Trap Is Real, Just Not the One Everyone Warned Me About

June 20, 2026
7 min read

Six AIs told me Graphify uploads your code. I checked by running it, and the actual gotcha is smaller, quieter, and easy to miss.

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A wide-open landscape funnelled into three identical numbered doors, the rest of the terrain greyed out behind them.
Build Log

The Three Options Trap: Why Claude Keeps Killing the Good Bit

June 18, 2026
7 min read

Claude has a habit of collapsing an open conversation into three multiple-choice options, and once you see why it does it, you can stop it doing it to you.

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A row of carved wooden birds beside an open book on a sunlit windowsill
Build Log

I Almost Told You a Lie. Six AIs Handed It to Me, in Unison.

June 17, 2026
7 min read

A field note from researching Graphify: the real privacy model, the honest token numbers, and why I check the source before I publish.

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Three-period performance comparison: Pre-Sprint 120 at 41.2% win rate +$964, Sprint 120-136 at 24.4% win rate -$217, Post-Sprint 136 at 47.6% win rate +$321.
Build Log

Same system, three different traders

May 26, 2026
4 min read

Same code, same market, three time periods. One made $964, one lost $217, one's up $321. The difference wasn't the algorithm.

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Tiago Forte's book Building a Second Brain propped on a working desk, beside a podcast mic, with a laptop showing the author's prompts workspace and a large monitor showing his blog in the background.
Build Log

The Prodigal Second Brain

May 25, 2026
7 min read

I built a second brain in 2020 and drowned it in my own output. PARA was the right answer to the wrong era. Here is the shape that fits this one.

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A small wooden boat in tidal shallows at golden hour, with a stranded larger vessel in the distance
Build Log

Building David, Not a Smaller Goliath

May 11, 2026
13 min read

How a trading agent reveals the game retail can actually win — by playing where the funds can't or won't go, and learning to love the play.

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An XML file full of PLACEHOLDER_X tags, fanned with eleven ghost copies. Caption: × 12 files. None ever filled in.
Build Log

BOS-AI had twelve XML files holding nothing

May 10, 2026
4 min read

I checked the XML files BOS-AI used to store 'institutional memory' for thirty agents. Every tag was PLACEHOLDER_X. So I deleted all twelve.

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Three of fifteen Coinbase perpetuals. BTC and ETH traded, SOL excluded, XRP candidate, eleven skipped.
Build Log

I trade three coins, not fifteen

May 10, 2026
4 min read

Coinbase lists 15 perp markets. Most alts are leveraged BTC with noise. The case for staying with three, and the one coin I'd seriously paper-test.

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Half of agent-11 was scaffolding the platform now provides
Build Log

Half of agent-11 was scaffolding the platform now provides

May 9, 2026
6 min read

I shipped v6 of agent-11 last month. The biggest single change was deletion. The deployed CLAUDE.md went from roughly 250 lines to under 80. The MCP prof...

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