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When I moved to the Bay Area in 2007, everyone wanted to go viral. Growth was the dream. Marketing was decoration. People believed great products sold themselves. That idea wasn’t new. HP’s founders said the same in the 1950s. They thought marketing was what you did when your…
Being a good friend is somewhat straightforward - Be considerate - Say thank you and reciprocate - Laugh, have fun and enjoy life together Being a firewalking friend is entirely different. - Acknowledge the fire is real - Have empathy that the burns hurt & never heal - Being…
This friday’s @categorypirates mini-book is our love letter to our fellow authors and creators. People write books for many reasons. But for many, it’s a labor of love. An anthology of their life’s work and wisdom. So how can something so important and valuable be the same…
The YouTube moment for apps is just around the corner. What if you could see what apps your friends are using? What if you could post what you’re making - or ask for new features - in the comments? What if apps were conversation starters? What if apps built communities? Unlike…
Play looks unserious until it changes everything. Every major shift in computing began that way. Curiosity first. Infrastructure later.
I’ve been working on an article about why tech still misunderstands marketing. The deeper I go, the less it feels like a problem of tactics. It feels like a problem of trust between what teams build and what customers believe. Marketers who’ve worked in tech know this. We…
When I first got to the San Francisco Bay Area in 2007, most tech people didn't understanding marketing very well. 18 years later, this is still the case.
When the customer tells you what hurts, write it down. That’s your roadmap.
Painful truth Option 3 is to become a Creator Capitalist
If you get laid off over 50 years old you have two options: 1) sell the house, move to lower cost of living and retire 2) learn to sell and get a job with 100% commission Reality is, over 50, very few are going to hire you at your previous salary Learn to sell
“Sora for Apps” For twenty years, software optimized what we clicked. Now it’s learning what we meant. We’re moving from tools that wait for instruction to systems that understand intent. The shift runs deeper than product design. It rewires the feedback loop itself. Once…
It's 2025 and one tech truth holds certain. If it's not DNS, then it's definitely DNS. But in a crazy world where it's not DNS, it's BGP (somehow caused by a DNS change).
You can see most things coming when you learn how to play at the edges of what’s possible.
Every few years, something quietly rewrites the rules of how we interact with technology. You don’t always see it when it starts. It begins as something playful. Something that feels small, even strange. But it carries an energy you can’t quite ignore. That’s what Wabi feels…
Been writing an essay about one of the most fascinating consumer products I have used in recent times. Haven’t been inspired to write about a product in this way in quite some time.
It's happening!
BREAKING: JP Morgan is considering cutting junior investment banking roles and outsourcing them to India
Good. Banks have been too mercenaries for too long
McKinsey warned that banks could lose up to $170 billion in global profits, about 9%, as AI agents begin helping consumers automatically move money into higher-yield a/c "Agentic AI” could erode margins by removing the inertia that keeps $23T of deposits stuck in near-0-rate…
Every idea has an expiration date. The longer you wait to ship, the more it rots. The Internet rewards decay-resistant work. Things that move faster than doubt.
@categorypirates latest Founder's Deck is on how to design a profit positive @Substack But you may be asking why be on Substack at all? Here are three reasons why 1. Substack Notes > social media - Way easier to monetize Substack than social media. - Folks on Substack notes are…
Every AI feature is a hypothesis, not a promise. That’s the biggest shift from SaaS to AI. In SaaS, you built toward predictability. You learned first, then launched because outcomes were deterministic. If you designed it right, it worked the same way every time. In AI, nothing…
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