Entrepreneurship
Your Price Is Your First Pitch
Low fees don't communicate accessibility. They communicate doubt. The professional who charges $500 for complex work is losing to the one who charges $5,000. Not on quality. On positioning.
Articles
Insights on AI, entrepreneurship, business growth, and systems thinking.
Entrepreneurship
The $69 Ceiling Is Real and Your Subscription Product Will Hit It
The average American household spends $69 a month on streaming subscriptions. That number has barely moved in a year. Not because people stopped caring about content. Because they got disciplined.
AI & Tech
Two Roads for AI Regulation and Why Both Are Dead Ends
The AI regulation debate has collapsed into two camps, and I think they're both wrong. The answer might be hiding in the last place I expected.
AI & Tech
The SaaSpocalypse Is Real. The Diagnosis Is Wrong.
A trillion dollars in SaaS market cap vanished in a few weeks. Wall Street looked at a few impressive AI demos and concluded that enterprise software is dead. It isn't.
AI & Tech
The Fastest Way to Win Meta's AI Contest Is Also the Dumbest
If you want to understand why so many companies are spending fortunes on AI and getting nothing back, look no further than Meta's internal leaderboard for token consumption.
Systems Thinking
Build It, Buy It, or Borrow It
I have a graveyard of SaaS subscriptions I paid for instead of building and custom tools I built instead of buying. After enough mistakes, a pattern emerged in what made some decisions right and others wrong.
Investment
The Test That Separates a Moat From a Tailwind
When I evaluate a business for the family office, I run one test before anything else. If the wind reversed tomorrow, does the company still exist?
Investment
OpenAI's Retail Investor Play Isn't Democratization, It's a Price Floor
When I evaluate pre-IPO retail access from the family office side, I run a simple test. I ask: who benefits more from this transaction, the buyer or the seller? If the company is engineering broad ownership before a public listing, the answer is almost always the seller.
Entrepreneurship
The Owner-Reliance Discount
Every system you build is equity. Every process only you understand is a liability on the balance sheet.
AI & Tech
Slack Just Turned Slackbot Into the Agent You Actually Wanted
Slack announced more than 30 new capabilities for Slackbot today, transforming it from a simple chatbot into a full-spectrum enterprise agent powered by Anthropic's Claude and connected via MCP.
AI & Tech
OpenAI Kills Sora and the Era of AI Companies That Do Everything
OpenAI is shutting down Sora, the AI video platform it launched to enormous fanfare in late 2025. The consumer app, the API, and the website are all going dark. The billion-dollar Disney deal? Dead.
AI & Tech
Anthropic's Biggest Vulnerability Was a Checkbox
The most safety-conscious AI lab on the planet just leaked its most dangerous model through a misconfigured content management system.
AI & Tech
The AI That Tells the Emperor He's Naked
Interloom just raised $16.5M to map how companies actually operate. The product is compelling, but the real opportunity is much bigger than one startup's context graph.
Systems Thinking
Feedback Loops Are Eating Your Margin
Most operators think about margin as an output. Revenue minus cost equals profit. Margin erosion almost never shows up as a single line item you can point to and fix. It shows up as a pattern, a reinforcing cycle where one problem feeds another.
AI & Tech
Anthropic "Accidentally" Released a New Model. Sure They Did.
Anthropic released a new Claude model this week that wasn't supposed to be public. They called it an accident. The model appeared briefly, got pulled, and the story spread everywhere.
AI & Tech
A Federal Judge Just Told the Pentagon Its Anthropic Ban Looks Like Punishment
A federal judge in San Francisco said today what the entire AI industry has been thinking for two weeks. The Pentagon's decision to blacklist Anthropic looks like an attempt to cripple the company.
Zuckerberg Is Building His Own AI Agent and It Changes What "Agent" Means
Mark Zuckerberg is personally building an AI agent to help him run Meta. Not a prototype. Not a demo. A working tool. What his approach reveals about where every builder should start.
AI & Tech
Musk Bets $20 Billion That Owning the Chip Factory Wins the AI Race
Elon Musk just announced Terafab, a $20 billion-plus semiconductor fabrication facility in Austin that will manufacture custom chips for Tesla, SpaceX, and xAI under one roof.
AI & Tech
The White House Just Told 50 States to Stand Down on AI Regulation
The Lead The Trump administration released its National Policy Framework for Artificial Intelligence today, and the headline provision is a direct call for Congress to preempt state-level AI...
Development
I Made Two AIs Argue About Whether a Trading Bot Could Make Me Money
I work with AI all day, every day and people always ask for examples of how I deploy AI for different purposes. Here is a real life look at the most recent example.
AI & Tech
a16z's Top 100 AI Apps Report Shows Us Why AI Is Disappearing Into Your Existing Tools and What That Means for Builders
AI Just Disappeared Into the Toolbox and a16z's New Data Proves It Andreessen Horowitz just published its sixth Top 100 Gen AI Consumer Apps report, and the most important line isn't about who's...
AI & Tech
AI Bubble or AI Buildout? Bill Gurley's Reset Warning, Bloomberg's Bubble Report, and What GTC 2026 Tells Builders
The Lead Two days into GTC, the most interesting story in AI isn't about a chip. It's about two narratives running at full speed in opposite directions.
AI & Tech
NVIDIA GTC 2026: The Groq 3 LPU, Vera Rubin, and Why the Inference Economy Changes Everything for AI Builders
The Lead Jensen Huang took the stage at GTC yesterday and did what he does best: made the future feel inevitable. But the headline number wasn't a benchmark score or a chip spec. It was $1 trillion.
AI & Tech
Daily AI: Jensen Huang Has 39,000 People in San Jose. The Rest of Us Should Be Paying Attention Too.
The Lead NVIDIA's GTC 2026 opens today in San Jose with Jensen Huang's keynote at 11 a.m.
AI & Tech
Your AI Pipeline Doesn't Need More Power, It Needs a Vocabulary
Something broke on Tuesday. Not a crash, worse. Scorpio, the AI orchestrator I've been building, started replanning work that had already shipped.
Development
Why I Decomposed One AI Agent Bug Into Nine Tasks — And Why That's the Whole Point of Agentic Development
This is the second post in a series about building Scorpio, an AI orchestration system. The first post— Lisa Didn't Ship. Scorpio Does.
Development
Lisa Didn't Ship. Scorpio Does. Here's What I Learned Building an AI Orchestration System.
My day job is running a large travel advisor network. My nights, for the past several months, have been something different: building an AI orchestration system. I've built it twice now.