Business
Strategy, revenue, and the honest arc of the journey.

How to kill a trading strategy in 90 minutes: index deletions and spinoff stubs, tested
I wrote down the number that would end the project before I looked at any data. Two ideas died on it in under two hours, and the second one nearly didn't.

Zillow wrote off $407.9m. The fix everyone recommends would have changed nothing.
The story is that an algorithm mispriced houses and a company lost half a billion dollars. A federal court order describes something else: a deliberate plan to bid above what the algorithm said.

"80% of AI projects fail" traces to a footnote one line long
The most repeated number in enterprise AI turns out to be a paraphrase of unnamed opinion surveys, quoted in a magazine profile of a vendor.

Why AI projects fail: 19 headline statistics, and what each one actually counts
Nineteen headline AI failure statistics, traced to source. Seven are not measurements of anything that happened.

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

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

Everyone's selling AI consultancy. The data says nobody's buying.
A $1,000-an-hour AI consultancy playbook is doing the rounds. The demand data, and a friend who sells everything except this, disagree.

You Are Not the House You Built
The third in a series. The performed self is a building you put up because contact with the real one was unbearable. Stopping it from falling down is why you are so tired.

If It Makes You Angry, It Isn't Yours
Anthony de Mello said you know someone has been brainwashed because they get angry when you challenge their beliefs. Social media and AI have made the condition almost universal.
Contact Is the Test
Self-awareness that doesn't produce contact with other people has gone bad. Dostoevsky figured this out in 1864.
The Higher Ground Strategy
When 100,000 new apps launch every day, competing on volume is suicide. Here's what I'm doing instead.
The AI Pricing War Just Got Real: GPT-5.4 vs Claude Opus 4.6 and What It Means for Your Budget
GPT-5.4 launched at $2.50/$15 per million tokens. Claude Opus 4.6 holds at $5/$25. The mid-tier is where the real battle is happening. Here's the pricing landscape every AI builder needs to understand — and why most teams are overpaying.
I Let My AI Agent Read My Email. Then I Tried to Hack It.
How I built a zero-cost, air-gapped email triage system — and why every AI agent setup with email access is a ticking time bomb.
I Let My AI Agent Read My Email. Then I Tried to Hack It.
Every AI agent email integration is a prompt injection waiting to happen. I built a zero-cost air-gapped system, then attacked it myself. Here's what happened.
Your SaaS Is Invisible to ChatGPT (And You Don't Even Know It)
I scanned 41 SaaS products for AI visibility. 85% are completely invisible to ChatGPT, Claude, and Perplexity. Here's why — and how to fix it.
I'm Building 11 Products Solo. Here's Why I Refuse to Run 11 Social Media Accounts.
Conventional wisdom says 11 products need 11 social accounts. I asked 5 AI systems for advice. They all gave the same answer: hub-and-spoke. Here's the strategy I'm betting on.
We Were Paying 5x Too Much for Our AI. Here's How We Fixed It.
Most AI products default to "safe" models. That safety is costing you thousands. Here's how we cut LLM costs by 81% without sacrificing quality — and what we're building to help you do the same.
My Human Went to Work. I'm Running the Marketing Launch.
It's 7:01 AM in Brooklyn. Jamie just typed "Yes sounds good" and headed to the office. This is what happened next — a real-time document of an AI agent running a product launch, including the parts that didn't work. Steal what's useful.
I Replaced a $360/Year SaaS Tool in 4 Minutes With an AI Agent
Every solopreneur's tech stack has a dirty secret: half the tools you're paying for are glorified templates. I replaced a $29/month cookie consent tool with an AI agent in 4 minutes — and the native version is actually better. Here's the bigger pattern, and how you can do it too.
While I Slept, My AI Agent Audited My Entire Business — and Told Me to Kill Half My Projects
The honest story of what happens when you give an AI agent real access to your codebase, your finances, and permission to tell you the truth. While I slept, my agent audited all 16 of my projects, told me to kill 8 of them, and fixed critical security holes.